The present invention relates to pyridine compounds of the general formula (I) defined below and to their use as herbicides. Moreover, the invention relates to compositions for crop protection and to a method for controlling unwanted vegetation.

Description:

In agriculture, there is a constant demand to develop novel active ingredients, which complement or outperform present methods of treatment regarding activity, selectivity and environmental safety.

These and further objects are achieved by pyridine compounds of formula (I), defined below, and by their agriculturally suitable salts.

Accordingly, the present invention provides pyridine compounds of formula (I)

wherein

R ¹ d-Ce-alkyl, d-Ce-haloalkyl, hydroxy-d-Ce-alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -haloalkenyl, C ₂ -C ₆ - alkynyl, C3-C6-haloalkynyl, Ci-C6-alkoxy-Ci-C6-alkyl, Ci-C6-alkoxy, C3-C6-alkenyloxy, C3- C6-haloalkenyloxy, C3-C6-alkynyloxy, C3-C6-haloalkynyloxy, Ci-C6-haloalkoxy, C3-C6-cyclo- alkoxy, C3-C6-halocycloalkoxy, C3-C6-cycloalkenyloxy, C3-C6-halocycloalkenyloxy, C1-C6- alkylthio, Ci-C6-haloalkylthio, (Ci-C6-alkyl)amino, di(Ci-C6-alkyl)amino, Ci-C6-alkylsulfinyl, CrC ₆ -alkylsulfonyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C3-C6-halocycloalkyl, C3-C6-halo- cycloalkenyl, [1-(Ci-C ₆ -alkyl)]-C ₃ -C ₆ -cycloalkyl, [1-(C ₂ -C6-alkenyl)]-C ₃ -C6-cycloalkyl, [1-(C ₂ - C ₆ -alkynyl)]-C ₃ -C ₆ -cycloalkyl, [1 -(Ci-C ₆ -haloalkyl)]-C ₃ -C ₆ -cycloalkyl, [1 -(C ₂ -C ₆ -haloal- kenyl)]-C3-C6-cycloalkyl, [1 -(C3-C6-haloalkynyl)]-C3-C6-cycloalkyl, C3-C6-cycloalkyl-Ci-C6- alkyl, C3-C6-cycloalkyl-Ci-C6-haloalkyl, C3-C6-cycloalkyl-Ci-C6-alkoxy, C3-C6-cycloalkyl-Ci- C6-haloalkoxy, phenyl, 5- or 6-membered heteroaryl, or 3- to 6-membered heterocyclyl; wherein the cyclic groups of R ¹ are unsubstituted or substituted by R ^a ;

R ² is Ci-Ce-alkyl, Ci-C ₆ -haloalkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -haloalkenyl, Ci-C ₆ -alkoxy-C ₂ -C ₆ - alkenyl, Ci-C6-alkoxy-C ₂ -C6-haloalkenyl, Ci-C6-haloalkoxy-C ₂ -C6-alkenyl, Ci-C6-haloal- koxy-C ₂ -C6-haloalkenyl, C ₂ -C6-alkynyl, C ₂ -C6-haloalkynyl, CrC ₆ -alkoxy-C ₂ -C6-alkynyl, Ci- C6-alkoxy-C3-C6-haloalkynyl, Ci-C6-haloalkoxy-C ₂ -C6-alkynyl, Ci-C6-haloalkoxy-C3-C6- haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cycloalkenyl, C3-C6-halocycloal- kenyl, C3-C6-cycloalkyl- Ci-C6-alkyl, C3-C6-cycloalkyl-Ci-C6-haloalkyl, C3-C6-halocycloal- kyl-Ci-C6-alkyl, C3-C6-halocycloalkyl-Ci-C6-haloalkyl, C3-C6-cycloalkenyl-Ci-C6-alkyl, C3- C6-cycloalkenyl-Ci-C6-haloalkyl, C3-C6-halocycloalkenyl-Ci-C6-alkyl, C3-C6-halocycloal- kenyl-Ci-C6-haloalkyl, C3-C6-cycloalkyl- C ₂ -C6-alkenyl, C3-C6-cycloalkyl-C ₂ -C6-haloalkenyl, C3-C6-halocycloalkyl-C ₂ -C6-alkenyl, C3-C6-halocycloalkyl-C ₂ -C6-haloalkenyl, C3-C6-cycloal- kenyl-C ₂ -C6-alkenyl, C3-C6-cycloalkenyl-C ₂ -C6-haloalkenyl, C3-C6-halocycloalkenyl-C ₂ -C6- alkenyl, C3-C6-halocycloalkenyl-C ₂ -C6-haloalkenyl, C3-C6-cycloalkyl-C ₂ -C6-alkynyl, C3-C6- cycloalkyl-C3-C6-haloalkynyl, C3-C6-halocycloalkyl-C ₂ -C6-alkynyl, C3-C6-halocycloalkyl-C3- C6-haloalkynyl, C3-C6-cycloalkenyl-C2-C6-alkynyl, C3-C6-cycloalkenyl-C3-C6-haloalkynyl, C3-C6- alocycloalkenyl-C2-C6-alkynyl, C3-C6-halocycloalkenyl-C3-C6- aloalkynyl, C3-C6- cycloalkyl-Ci-C6-alkylidenyl, C3-C6-cycloalkyl-C2-C6- aloalkylidenyl, C3-C6-halocycloalkyl- Ci-C6-alkylidenyl, C3-C6-halocycloalkyl-C2-C6- aloalkylidenyl, C3-C6-cycloalkenyl-Ci-C6- alkylidenyl, C3-C6-cycloalkenyl-C2-C6- aloalkylidenyl, C3-C6-halocycloalkenyl-Ci-C6-alkyli- denyl, C3-C6-halocycloalkenyl-C2-C6-haloalkylidenyl, heterocyclyl-Ci-C6-alkylidenyl, heter- ocyclyl-C2-C6- aloalkylidenyl, C3-C6-hydroxycycloalkyl-Ci-C6-alkyl, C3-C6-hydroxycycloal- kyl-Ci-C6- aloalkyl, C3-C6- ydroxycycloalkenyl-Ci-C6-alkyl, C3-C6-hydroxycycloalkenyl-Cr C6-haloalkyl, Ci-C6- ydroxyalkyl, C2-C6- ydroxyhaloalkyl, C3-C6- ydroxyalkenyl, C3-C6- hydroxyhaloalkenyl, C3-C6- ydroxyalkynyl, C4-C6- ydroxyhaloalkynyl, C3-C6-hydroxycyclo- alkyl, C3-C6- ydroxyhalocycloalkyl, C3-C6-hydroxycycloalkenyl, C3-C6-hydroxyhalocycloal- kenyl, C3-C6-cycloalkyl-Ci-C6-hydroxyalkyl, C3-C6-cycloalkyl-C2-C6-hydroxyhaloalkyl, C3- C6- alocycloalkyl-Ci-C6- ydroxyalkyl, C3-C6- alocycloalkyl-C2-C6- ydroxyhaloalkyl, C3-C6- cycloalkenyl-Ci-C6-hydroxyalkyl, C3-C6-cycloalkenyl-C2-C6- ydroxyhaloalkyl, C3-C6-halo- cycloalkenyl-Ci-C6-hydroxyalkyl, C3-C6- alocycloalkenyl-C2-C6- ydroxyhaloalkyl, C3-C6- cycloalkyl-C3-C6- ydroxyalkenyl, C3-C6-cycloalkyl-C3-C6- ydroxyhaloalkenyl, C3-C6-halo- cycloalkyl-C3-C6- ydroxyalkenyl, C3-C6- alocycloalkyl-C3-C6- ydroxyhaloalkenyl, C3-C6- cycloalkenyl-C3-C6-hydroxyalkenyl, C3-C6-cycloalkenyl-C3-C6-hydroxyhaloalkenyl, C3-C6- halocycloalkenyl-C3-C6-hydroxyalkenyl, C3-C6- alocycloalkenyl-C3-C6-hydroxyhaloalkenyl, C3-C6-cycloalkyl-C3-C6-hydroxyalkynyl, C3-C6- alocycloalkyl-C3-C6- ydroxyalkynyl, C3-C6- cycloalkenyl-C3-C6-hydroxyalkynyl, C3-C6- alocycloalkenyl-C3-C6- ydroxyalkynyl, C3-C6- cycloalkyl-C2-C6- ydroxyalkylidenyl, C3-C6- alocycloalkyl-C2-C6- ydroxyalkylidenyl, C3-C6- cycloalkenyl-C2-C6-hydroxyalkylidenyl, C3-C6-halocycloalkyl-C2-C6-hydroxyalkylidenyl, het- erocyclyl-C2-C6- ydroxyalkylidenyl, hydroxycarbonyl-CrC ₆ -hydroxyalkyl, hydroxycarbonyl- Ci-C6-alkyl, hydroxycarbonyl-Ci-C6- aloalkyl, Ci-C6-alkoxycarbonyl-Ci-C6-hydroxyalkyl,

Ci-C6- aloalkoxycarbonyl-Ci-C6-hydroxyalkyl, Ci-C6-alkoxycarbonyl-Ci-C6-haloalkyl, Ci- C6- aloalkoxycarbonyl-Ci-C6- aloalkyl, Ci-C6-alkoxycarbonyl-Ci-C6-alkyl, Ci-C6-haloal- koxycarbonyl-Ci-C6-alkyl, C3-C6- ydroxycycloalkyl-Ci-C6- ydroxyalkyl, C3-C6- ydroxycy- cloalkenyl-Ci-C6- ydroxyalkyl, C3-C6- ydroxycycloalkyl-C3-C6- ydroxyalkenyl, C3-C6-hy- droxycycloalkenyl-C3-C6- ydroxyalkenyl, C3-C6- ydroxycycloalkyl-C3-C6- ydroxyalkynyl,

C3-C6- ydroxycycloalkenyl-C3-C6- ydroxyalkenyl, C2-C6-dihydroxyalkyl, C3-C6-dihydroxy- haloalkyl, C4-C6-dihydroxyalkenyl, C4-C6-dihydroxyhaloalkenyl, C4-C6-dihydroxyalkynyl, C5-C6-dihydroxyhaloalkynyl, C4-C6-dihydroxycycloalkyl, C4-C6-dihydroxyhalocycloalkyl, C4- C6-dihydroxycycloalkenyl, C4-C6-dihydroxyhalocycloalkenyl, C3-C6-cycloalkyl-C2-C6-dihy- droxyalkyl, C3-C6-halocycloalkyl-C2-C6-dihydroxyalkyl, C3-C6-cycloalkenyl-C2-C6-dihydrox- yalkyl, C3-C6-halocycloalkenyl-C2-C6-dihydroxyalkyl, C3-C6-cycloalkyl-C3-C6-dihydroxy- alkenyl, C3-C6- alocycloalkyl-C3-C6-dihydroxyalkenyl, C3-C6-cycloalkenyl-C3-C6-dihydroxy- alkenyl, C3-C6- alocycloalkenyl-C3-C6-dihydroxyalkenyl, C3-C6-cycloalkyl-C4-C6-dihydroxy- alkynyl, C3-C6- alocycloalkyl-C4-C6-dihydroxyalkynyl, C3-C6-cycloalkenyl-C4-C6-dihydroxy- alkynyl, C3-C6-halocycloalkyl-C4-C6-dihydroxyalkynyl, C3-C6-cycloalkyl-C3-C6-dihydroxy- alkylidenyl, C3-C6- alocycloalkyl-C3-C6-dihydroxyalkylidenyl, heterocyclyl-C3-C6-dihydroxy- alkylidenyl, hydroxycarbonyl-C2-C6-dihydroxyalkyl, hydroxycarbonyl-C3-C6-dihydroxy- haloalkyl, Ci-C6-alkoxycarbonyl-C2-C6-dihydroxyalkyl, Ci-C6- aloalkoxycarbonyl-C2-C6- dihydroxyalkyi, Ci-C6-haloalkoxycarbonyl-C3-C6-dihydroxyhaloalkyl, C3-C6-dihydroxycyclo alkyl- Ci-C6-alkyl, C3-C6-dihydroxycycloalkyl- Ci-C6-haloalkylC3-C6-dihydroxycycloalkyl- C2-C6-alkenyl, C3-C6-dihydroxycycloalkyl- C2-C6-haloalkenyl, C3-C6-dihydroxycycloalkyl- C2-C6-alkynyl, C3-C6-dihydroxycycloalkyl- C3-C6-haloalkynyl, Ci-C6-alkylcarbonyl-Ci-C6- alkyl, Ci-C6-haloalkylcarbonyl-Ci-C6-alkyl, Ci-C6-alkylcarbonyl-Ci-C6-haloalkyl, C1-C6- haloalkylcarbonyl-Ci-C6-haloalkyl, hydroxycarbonyl-C2-C6-alkenyl, hydroxycarbonyl-C2- C6-haloalkenyl, Ci-C6-alkoxycarbonyl-C2-C6-alkenyl, Ci-C6-haloalkoxycarbonyl-C2-C6- alkenyl, Ci-C6-alkoxycarbonyl-C ₂ -C6-haloalkenyl, CrC ₆ -haloalkoxycarbonyl-C ₂ -C6-haloal- kenyl, hydroxycarbonyl-C ₂ -C6-alkynyl, hydroxycarbonyl-C3-C6-haloalkynyl, Ci-C6-alkoxy- carbonyl-C2-C6-alkynyl, Ci-C6-haloalkoxycarbonyl-C2-C6-alkynyl, Ci-C6-alkoxycarbonyl-C3 C6-haloalkynyl, Ci-C6-haloalkoxycarbonyl-C3-C6-haloalkynyl, Ci-C6-cyanoalkyl, C2-C6-cya- nohaloalkyl, Ci-C6-dicyanoalkyl, C2-C6-dicyanohaloalkyl, di(hydroxycarbonyl)-Ci-C6-alkyl, di(hydroxycarbonyl)-Ci-C6-haloalkyl, di(Ci-C6-alkoxycarbonyl)-Ci-C6-alkyl, di(Ci-C6-haloal koxycarbonyl)-Ci-C6-alkyl, di(Ci-C6-alkoxycarbonyl)-Ci-C6-haloalkyl, di(Ci-C6-haloal- koxycarbonyl)-Ci-C6-haloalkyl, di(Ci-C6-alkoxyl)phosphoryl-Ci-C6-alkyl, di(Ci-C6-haloal- koxyl)phosphoryl-CrC ₆ -alkyl, di(Ci-C6-alkoxyl)phosphoryl-Ci-C6-haloalkyl, di(Ci-C6- haloalkoxyl)phosphoryl-Ci-C6-haloalkyl, phosphoryl-Ci-C6-alkyl , phosphoryl-Ci-C6-haloal kyl , di[di(Ci-C6-alkoxyl)phosphoryl-)]Ci-C6-alkyl, di[di(Ci-C6-haloalkoxyl)phosphoryl-)]Ci- C6-alkyl, di[di(Ci-C6-alkoxyl)phosphoryl-)]Ci-C6-haloalkyl, di[di(Ci-C6-haloalkoxyl)phos- phoryl-)]Ci-C6-haloalkyl, diphosphoryl-Ci-C6-alkyl , diphosphoryl-Ci-C6-haloalkyl, C1-C6- alkylthio-d-Ce-alkyl, Ci-C ₆ -haloalkylthio-Ci-C ₆ -alkyl, Ci-C ₆ -alkylthio-Ci-C ₆ -haloalkyl, Ci- C6-haloalkylthio-Ci-C6-haloalkyl, Ci-C6-alkylsulfinly-Ci-C6-alkyl, Ci-C6-haloalkylsulfinly-Ci- C6-alkyl, Ci-C6-alkylsulfinly-CrC ₆ -haloalkyl, Ci-C6-haloalkylsulfinly-CrC ₆ -haloalkyl, C ₁ -C6- alkylsulfonyl-CrC ₆ -alkyl, Ci-C6-haloalkylsulfonyl-Ci-C6-alkyl, Ci-C6-haloalkylsulfonyl-Cr C6-haloalkyl, phenyl, 5- or 6-membered heteroaryl, 3- to 6-membered heterocyclyl;

wherein hydroxy groups of R ² are unsubstituted or substituted by R ^b ;

cyclic groups of R ² are unsubstituted or substituted by R ^c ; and

acyclic aliphatic groups of R ² are unsubstituted or substituted by R ^d .

R ^b is d-Ce-alkyl, Ci-C ₆ -haloalkyl, C ₃ -C ₆ -alkenyl, C ₃ -C ₆ -haloalkenyl, C ₃ -C ₆ -alkynyl, C ₃ -C ₆ - haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C6-cycloalkenyl, C3-C6-halocy- cloalkenyl, CrC ₆ -alkoxycarbonyl-Ci-C6-alkyl, Ci-C6-haloalkoxycarbonyl-CrC ₆ -alkyl, Ci C6-alkoxycarbonyl-CrC ₆ -haloalkyl, Ci-C6-haloalkoxycarbonyl-CrC ₆ -haloalkyl, C ₁ -C6- alkylcarbonyl, Ci-C6-haloalkylcarbonyl, hydroxycarbonyl-Ci-C6-alkyl, hydroxycarbonyl- Ci-C6-haloalkyl, Ci-C6-alkyloxycarbonyl, Ci-C6-haloalkyloxycarbonyl, Ci-C6-alkylthio- carbonyl, Ci-C6-haloalkylthiocarbonyl, Ci-C6-alkylaminocarbonyl, Ci-C6-haloalkyla- minocarbonyl, Ci-C6-dialkylaminocarbonyl, Ci-C6-dihaloalkylaminocarbonyl, Ci-C6-al- kylsulfonyl, Ci-C6-haloalkylsulfonyl, Ci-C6-alkoxy-Ci-C6-alkyl, Ci-C6-haloalkoxy-Ci-C6- alkyl, Ci-C6-alkoxy-Ci-C6-haloalkyl, Ci-C6-haloalkoxy-Ci-C6-haloalkyl, phenyl-Ci-C6- alkyl, or phenyl-Ci-C6-haloalkyl;

R ^c is halogen, CN, N0 ₂ , Ci-Ce-alkyl, CrC ₆ -haloalkyl, hydroxy, CrC ₆ -alkoxy or CrC ₆ - haloalkoxy, Ci-C6-alkylthio, Ci-C6-alkylsulfinyl, or Ci-C6-alkylsulfonyl;

R ^d is phenyl, 5- or 6-membered heteroaryl, or 3- to 6-membered heterocyclyl;

wherein the substituent R ^d is unsubstituted or substituted by R ^e ; R ^e is halogen, CN, N0 ₂ , Ci-C ₆ -alkyl, CrC ₆ -haloalkyl, hydroxy, CrC ₆ -alkoxy or CrC ₆ - haloalkoxy, Ci-C6-alkylsulfonyl;

R ³ halogen, CN, N0 ₂ , Ci-C ₆ -alkyl, d-Ce-haloalkyl, Ci-C ₆ -alkylcarbonyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ - haloalkenyl, C ₂ -C6-alkynyl, C ₂ -C6-haloalkynyl, Ci-C6-alkoxy, Ci-C6-haloalkoxy, C3-C6- alkenyloxy, C3-C6-haloalkenyloxy, C3-C6-alkynyloxy, C3-C6-haloalkynyloxy, Ci-C6-alkoxy-

Ci-C6-alkoxy, hydroxycarbonyl, Ci-C6-alkoxycarbonyl, Ci-C6-alkylthio, Ci-C6-haloalkylthio, NH ₂ , (Ci-C6-alkyl)amino, di(Ci-C6-alkyl)amino, (Ci-C6-alkyl)sulfinyl, (Ci-C6-alkyl)sulfonyl, C ₃ -C6-cycloalkyl, (C ₃ -C6-cycloalkyl)oxy or phenyl;

wherein the cyclic groups of R ³ are unsubstituted or substituted by substituents R ^a ;

R ⁴ ' R ⁵ , R ⁶ and R ⁷ independently of one another are H, halogen, CN, N0 ₂ , Ci-C ₆ -alkyl, Ci-C ₆ - haloalkyl, Ci-C6-alkylcarbonyl, C ₂ -C6-alkenyl, C ₂ -C6-haloalkenyl, C-C6-alkynyl, C ₂ -C6- haloalkynyl, Ci-C6-alkoxy, Ci-C6-haloalkoxy, C3-C6-alkenyloxy, C3-C6-haloalkenyloxy, C3- C6-alkynyloxy, C3-C6-haloalkynyloxy, Ci-C6-alkoxy-Ci-C6-alkoxy, hydroxycarbonyl, C1-C6- alkoxycarbonyl, Ci-C6-alkylthio, Ci-C6-haloalkylthio, NH ₂ , (Ci-C6-alkyl)amino, di(Ci-C6-al- kyl)amino, (Ci-C6-alkyl)sulfinyl, (Ci-C6-alkyl)sulfonyl, C3-C6-cycloalkyl, (C3-C6-cycloal- kyl)oxy or phenyl;

wherein the cyclic groups of R ⁴ , R ⁵ , R ⁶ and R ⁷ are unsubstituted or substituted by R ^a ; R ^a is halogen, CN, N0 ₂ , Ci-Ce-alkyl, Ci-Ce-haloalkyl, d-Ce-alkoxy, or d-Ce-haloalkoxy; including agriculturally acceptable salts or derivatives of the pyridine compounds of formula (I) having an acidic functionality.

The present invention also provides use of the pyridine compounds of formula (I) as described herein including agriculturally acceptable salts or derivatives of the pyridine compounds of formula (I) having an acidic functionality, as herbicide.

The pyridine compounds of formula (I) according to the invention can be prepared by standard processes of organic chemistry, e.g. by the following processes:

Process A:

The pyridines of formula (II) can be obtained by reacting respective pyridines of formula (I; R ₂ = CH3) (prepared analogous to known procedures like e.g. in WO2003066623) with base and an electrophile, e.g. a carbonyl compound (III) (analogous procedures e.g. Journal of the Chemical Society, Perkin Transactions 1 : Organic and Bio-Organic Chemistry (1972-1999), (10), 21

The reaction of the pyridine (I) with the electrophile (III), with R independent of each other equals hydrogen, alkyl, cycloalkyl, halocycloalkyl, haloalkyl, cycloalkenyl, halocycloalkenyl, alkenyl, haloalkenyl, alkynyl, phenyl, heterocyclyl, heteroaryl or both R form together a carbocy- cle or a heterocycle, is usually carried out at temperatures from -100 °C to the boiling point of the reaction mixture, preferably from -80 °C to 20 °C, particularly preferably from -80 °C to -20 °C, in an inert organic solvent in the presence of a base.

Suitable solvents are aliphatic hydrocarbons, such as pentane, hexane, cyclohexane and mixtures of Cs-Cs-alkanes, aromatic hydrocarbons, such as toluene, 0-, m- and p-xylene, ethers, such as diethyl ether, diisopropyl ether, tert-butyl methyl ether (TBME), dioxane, anisole and tet- rahydrofuran (THF), and also dimethyl sulfoxide (DMSO), dimethylformamide (DMF) and N,N- dimethylacetamide (DMAC), particularly diethyl ether, dioxane and THF.

It is also possible to use mixtures of the solvents mentioned.

Suitable bases are, in general, inorganic compounds, such as alkali metal and alkaline earth metal anhydrides, such as lithium hydride (LiH), sodium hydride (NaH), potassium hydride (KH) and calcium hydride (CaH), alkali metal amides, such as lithium hexamethyidisilazide (LHMDS) and lithium diisopropylamide (LDA), organometallic compounds, in particular alkali metal alkyls, such as methyllithium (MeLi), butyllithium (BuLi) and phenyllithium (PhLi), and also alkali metal and alkaline earth metal alkoxides, such as sodium methoxide (NaOCHs), sodium ethoxide (NaOC2H5), potassium ethoxide (KOC2H5), potassium tert-butoxide ( BuOK), potassium tert- pentoxide and dimethoxymagnesium, moreover organic bases, e.g. tertiary amines, such as tri- methylamine (TMA), triethylamine (TEA), diisopropylethylamine (DIPEA) and N-methylpiperi- dine, pyridine, substituted pyridines, such as collidine, lutidine and 4-dimethylaminpyridine, and also bicyclic amines. Particular preference is given to NaH, LHMDS and lithium diisopropyla- mide (LDA).

The bases are generally employed in equimolar amounts; however, they can also be employed in catalytic amounts, in excess or, if appropriate, as solvents.

The starting materials are generally reacted with one another in equimolar amounts. It may be advantageous to employ an excess of base and/or the electrophile, based on the pyridine com- pounds (I).

The olefin (IV) can be obtained by elimination of the alcohol (analogous procedures e.g. Syn- let 2622-5, 1983):

The elimination of the alcohol of the pyridine (II) is usually carried out at temperatures from - 100 °C to the boiling point of the reaction mixture, preferably from 0 °C to 120 °C, particularly preferably from 20 °C to 100 °C, in an inert solvent optionally in the presence of an acid.

Suitable solvents are aliphatic hydrocarbons, such as pentane, hexane, cyclohexane and mixtures of Cs-Cs-alkanes, aromatic hydrocarbons, such as toluene, 0-, m- and p-xylene, ethers, such as diethyl ether, diisopropyl ether, TBME, dioxane, anisole and THF, and also DMSO, DMF and DMAC, particularly preferably toluene and o-xylene.

It is also possible to use mixtures of the solvents mentioned.

Suitable acids are inorganic acids, such as HCI, HBr, sulfuric acid; organic acids p-toluenesul- fonic acid, benzene sulfonic acid, pyridinium p-toluol sulfonic acid, methanesulfonic acid, acetic acid; preferably p-toluenesulfonic acid and HCI. The acids are generally employed in equimolar amounts; however, they can also be employed in catalytic amounts, in excess or, if appropriate, as solvents.

The diol (V) can be obtained e.g. by dihydroxylation of the olefin (IV) (analogous procedures e. 201 1 ):

The oxidation of the olefin (IV) to the diol (V) is usually carried out at temperatures from -100 °C to the boiling point of the reaction mixture, preferably from 0 °C to 120 °C, particularly preferably from 20 °C to 100 °C, in an inert solvent.

The reaction may in principle be carried out in substance. However, preference is given to reacting the pyridines (IV) with the oxidant in an organic solvent.

Suitable in principle are all solvents which are capable of dissolving the pyridines (IV) and the oxidant at least partly and preferably fully under the reaction conditions.

Suitable solvents are aliphatic hydrocarbons, such as pentane, hexane, cyclohexane and mixtures of Cs-Cs-alkanes, aromatic hydrocarbons, such as toluene, o-, m- and p-xylene, ethers, such as diethyl ether, diisopropyl ether, TBME, dioxane, anisole and THF, and also DMSO, DMF and DMAC, particularly preferably TBME, THF. It is also possible to use mixtures of the solvents mentioned.

Suitable oxidants are e.g. potassium permanganate, potassium perruthenate, osmium tetrox- ide and other osmium salts, like potassium osmate. The oxidant can be used in equimolar amounts or in catalytic amounts together with a reoxidant like N-methylmorpholine-N-oxide or potassium hexacyanoferrate in stoichiometric amounts or in excess.

Process B:

Pyridine compounds (VI), with R equals alkyl, haloalkyl, alkoxy, haloalkoxy, can be obtained by reacting respective pyridine compounds of formula (VII) with base and an electrophile (VIII) (analogous procedures e.g. Journal of the American Chemical Society, 132(31 ), 10706-10716; 2010).

Electrophile (VIII) can be an alkyl-, alkenyl- or alkynyl-halide, e.g. methyl iodide, allyl bromide or propargyl bromide, or a halogenating agent, e.g. C , Br2, , NCS (/V-Chlorosuccinimide), NBS (/V-Bromosuccinimide), NIS (/V-lodosuccinimide), NFSI (N-Fluorobenzenesulfonimide), Se- lectfluor (1 -Chloromethyl-4-fluoro-1 ,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)).

The reaction of the pyridine (VII) with the electrophile is usually carried out at temperatures from -100 °C to the boiling point of the reaction mixture, preferably from -80 °C to 80 °C, particularly preferably from -80 °C to 30 °C, in an inert organic solvent in the presence of a base. Suitable in principle are all solvents which are capable of dissolving the pyridine (VII) and the electrophile (VIII) at least partly and preferably fully under the reaction conditions.

Examples of suitable solvents are aromatic hydrocarbons such as benzene, chlorobenzene, toluene, cresols, 0-, m- and p-xylene, ethers such as diethyl ether, diisopropyl ether, TBME, di- oxane, anisole and THF, as well as dipolar aprotic solvents such as sulfolane, dimethylsulfox- ide, DMF, DMAC, DMI, Ν,Ν'-dimethylpropylene urea (DMPU), DMSO and 1-methyl-2 pyrrolidine (NMP).

It is also possible to use mixtures of the solvents mentioned.

Suitable bases are, in general, inorganic compounds, such as alkali metal and alkaline earth metal anhydrides, such as LiH, NaH, KH and CaH, alkali metal amides, such as LDA, LHMDS, lithium 2,2,6,6-tetramethylpiperidide (LTMP), organometallic compounds, in particular alkali metal alkyls, such as MeLi, BuLi and PhLi, and also alkali metal and alkaline earth metal alkox- ides, such as NaOCH3, NaOC2H5, KOC2H5, tBuOK, potassium tert-pentoxide and dimethox- ymagnesium, moreover organic bases, e.g. tertiary amines, such as TMA, TEA, DIPEA and N- methylpiperidine, pyridine, substituted pyridines, such as collidine, lutidine and 4-dimethyla- minpyridine, and also bicyclic amines. Particular preference is given to NaH, LTMP and LDA.

The bases are generally employed in equimolar amounts; however, they can also be employed in catalytic amounts, in excess or, if appropriate, as solvents.

The starting materials are generally reacted with one another in equimolar amounts. It may be advantageous to employ an excess of base and/or the electrophile (VIII), based on the pyridine (VII).

The pyridine compounds of formula (VII) can be obtained by reacting respective pyridines of formula (I) (prepared analogous to known procedures like e.g. in Angewandte Chemie, International Edition, 49(1 1 ), 2014-2017, S2014/1 -S2014/76; 2010; WO 2014142273; WO

2008124610) with base and an electrophile (IX), e.g. a dialkylcarbonate (X = R = alkoxy), an al- kyl chloroformiate (X = halogene, R = alkoxy) or an acid halide (X = halogene, R = alkyl or haloalkyi) (analogous procedures e.g. Tetrahedron, 44(14), 4351 -5, 1988; Bioorganic & Medicinal Chemistry Letters, 12(20), 3009-3013, 2002):

The reaction of the pyridine (I) with the electrophile (IX) is usually carried out at temperatures from -100 °C to the boiling point of the reaction mixture, preferably from -80 °C to 80 °C, particularly preferably from -80 °C to 30 °C, in an inert organic solvent in the presence of a base.

Suitable in principle are all solvents which are capable of dissolving the pyridine (I) and the electrophile (IX) at least partly and preferably fully under the reaction conditions.

Examples of suitable solvents are aromatic hydrocarbons such as benzene, chlorobenzene, toluene, cresols, 0-, m- and p-xylene, ethers such as diethyl ether, diisopropyl ether, TBME, di- oxane, anisole and THF, as well as dipolar aprotic solvents such as sulfolane, dimethylsulfox- ide, DMF, DMAC, DMI, Ν,Ν'-dimethylpropylene urea (DMPU), DMSO and 1-methyl-2 pyrroli- dinone (NMP). It is also possible to use mixtures of the solvents mentioned.

Suitable bases are, in general, inorganic compounds, such as alkali metal and alkaline earth metal anhydrides, such as lithium hydride, sodium hydride, potassium hydride and calcium hydride, alkali metal azides, such as lithium hexamethyidisilazide, organometallic compounds, in particular alkali metal alkyls, such as methyllithium, butyllithium and phenyllithium, and also alkali metal and alkaline earth metal alkoxides, such as sodium methoxide, sodium ethoxide, potassium ethoxide, potassium tert-butoxide, potassium tert-pentoxide and dimethoxymagnesium, moreover organic bases, e.g. tertiary amines, such as trimethylamine, triethylamine, diisopro- pylethylamine and N-methylpiperidine, pyridine, substituted pyridines, such as collidine, lutidine and 4-dimethylaminpyridine, and also bicyclic amines. Particular preference is given to sodium hydride, lithium hexamethyidisilazide and lithium diisopropylamide.

The bases are generally employed in equimolar amounts; however, they can also be employed in catalytic amounts, in excess or, if appropriate, as solvents.

The starting materials are generally reacted with one another in equimolar amounts. It may be advantageous to employ an excess of base and/or the electrophile (IX), based on the pyridine

(I)-

Process C:

The pyridines of formula (X) can be obtained by reacting respective pyridines of formula (XI) with boronic acids/esters of formula (XII):

The reaction of pyridines (XI) with boronic acids/esters (XII) is usually carried out from 0 °C to the boiling point of the reaction mixture, preferably from 15 °C to 1 10°C, particularly preferably from 40 °C to 100 °C, in an inert organic solvent in the presence of a base and a catalyst.

The reaction may in principle be carried out in substance. However, preference is given to reacting the pyridines (XI) with the boronic acids/esters (XII) in an organic solvent with or without water as co-solvent.

Suitable in principle are all solvents which are capable of dissolving the pyridines (XI) and the boronic acids (XII) at least partly and preferably fully under the reaction conditions.

Examples of suitable solvents are aromatic hydrocarbons such as benzene, chlorobenzene, toluene, cresols, o-, m- and p-xylene, ethers such as diethyl ether, diisopropyl ether, TBME, di- oxane, anisole and THF, as well as dipolar aprotic solvents such as sulfolane, dimethylsulfox- ide, DMF, DMAC, DMI, DMPU, DMSO and 1-methyl-2 pyrrolidinone (NMP).

It is also possible to use mixtures of the solvents mentioned.

Examples of suitable metal-containing bases are inorganic compounds including metal-containing bases such as alkali metal and alkaline earth metal hydroxides, and other metal hydroxides, such as LiOH, NaOH, KOH, Mg(OH) ₂ , Ca(OH) ₂ and AI(OH) ₃ ; alkali metal and alkaline earth metal oxide, and other metal oxides, such as U2O , Na20 , K2O, MgO , and CaO, Fe2C>3, Ag2<D; alkali metal and alkaline earth metal carbonates such as U2CO3, Na2CC>3, K2CO3, CS2CO3, MgCC>3, and CaCC>3, as well as alkali metal hydrogen carbonates (bicarbonates) such as UHCO3, NaHCC>3, KHCO3; alkali metal and alkaline earth metal phosphates such as potassium phosphate (K3PO4), calcium phosphate (Ca3(PC>4)2); alkali metal and alkaline earth metal acetates such as sodium acetate or potassium acetate.

Preferred bases are inorganic compounds such as alkali metal and alkaline earth metal hydroxides, and other metal hydroxides, such as lithium hydroxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide and aluminum hydroxide and alkali metal or alkaline earth metal carbonates such as lithium carbonate, sodium carbonate, potassium carbonate, cesium carbonate, magnesium carbonate, and calcium carbonate and alkaline earth metal phosphates such as potassium phosphate; ; alkali metal and alkaline earth metal acetates such as sodium acetate.

Especially preferred bases are inorganic compounds such as alkali metal and alkaline earth metal hydroxides, and other metal hydroxides, such as lithium hydroxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide and aluminum hydroxide and alka- line earth metal phosphates such as potassium phosphate.

The term base as used herein also includes mixtures of two or more, preferably two of the above compounds. Particular preference is given to the use of one base.

The bases are used preferably from 1 to 10 equivalents based on the pyridine (XI), more preferably from 1 .0 to 5.0 equivalents based on the pyridine (XI), most preferably from 1.2 to 2.5 equivalents based on the pyridine (XI).

It may be advantageous to add the base offset over a period of time.

The reaction of the pyridines (XI) with the boronic acids/esters (XII) is carried out in the presence of a catalyst. Examples of suitable catalysts include e.g., palladium based catalysts like, e.g., palladium(ll)acetate, tetrakis(triphenylphosphine)- palladium(O), bis(triphenylphosphine)pal- ladium(ll)chloride or (1 ,1 ,-bis(diphenylphosphino)- ferrocene)-dichloropalladium(ll), and optionally suitable additives such as, e.g., phosphines like, e.g., P(o-tolyl)3, triphenylphosphine or BINAP (2,2'-Bis(diphenylphospino)-1 ,1 '-binaphthyl).

The amount of catalyst is usually 0.01 to 20 mol % (0.0001 to 0.2 equivalents) based on the pyridine (XI).

The halopyridines (XI) are known from the literature (e.g. WO2015181747; WO2014055548) are commercially available or can be prepared by known procedures.

The boronic acids/esters (XII) required for the preparation of pyridines of formula (XIV) are commercially available, known from literature or can easily prepared analogously to published procedures (e.g. Kamei et al. Tetrahedron Lett. 2014, 55, 4245 - 4247).

The pyridines of formula (XIII) can be obtained by reacting respective pyridines of formula (X) with a reducing agent such as LAH or DIBAIH.

The reduction of pyridines (X) is usually carried out from - 80 °C to the boiling point of the reaction mixture, preferably from -20 °C to 60 °C, particularly preferably from 0 °C to 25 °C, in an inert organic solvent.

Suitable solvents are aliphatic hydrocarbons, such as pentane, hexane, cyclohexane and mix- tures of Cs-Cs-alkanes, aromatic hydrocarbons, such as toluene, o-, m- and p-xylene, ethers, such as diethyl ether, diisopropyl ether, TBME, dioxane, anisole and THF, and also DMSO, DMF and DMAC, particularly preferably diethyl ether, dioxane and THF.

It is also possible to use mixtures of the solvents mentioned.

Examples of reducing agents for pyridines (X) include LAH, DIBALH, LiBH ₄ or Lithium triethyl- borohydride.

Preferred agents include LAH and DI BALH.

The hydride-source is used preferably from 1 to 10 equivalents based on the pyridine (X), more preferably from 1 .0 to 5.0 equivalents based on the pyridine (X), most preferably from 1 .2 to 2.5 equivalents based on the pyridine (X).

Process D:

The pyridines of formula (XIV) can be obtained by reacting respective pyridines of formula (X) with a metal organic species like a Grignard reagent (R'MgX, X = CI, Br, I; R' = alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, phenyl, heterocyclyl, or heteroaryl).

The reaction of pyridines (X) with a metal organic species is usually carried out from - 80 °C to the boiling point of the reaction mixture, preferably from -20 °C to 60 °C, particularly preferably from -20 °C to 25 °C, in an inert organic solvent.

Suitable solvents are aliphatic hydrocarbons, such as pentane, hexane, cyclohexane and mixtures of Cs-Cs-alkanes, aromatic hydrocarbons, such as toluene, o-, m- and p-xylene, ethers, such as diethyl ether, diisopropyl ether, TBME, dioxane, anisole and THF, and also DMSO, DMF and DMAC, particularly preferably diethyl ether, dioxane and THF.

It is also possible to use mixtures of the solvents mentioned.

Examples of metal organic species for the synthesis of pyridines (XIV) are Grignard reagents like R'MgCI, R'MgBr or R'Mgl, lithium organic species, aluminum organic species like R'sAI, R' ₂ AIX and R'AIX ₂ , titanium organic species like R' ₄ Ti, R' ₃ TiX, R' ₂ TiX ₂ and RTiX ₃ ,

Preferred agents include Grignard reagents and lithium organic species.

The metal organic species is used preferably from 2 to 10 equivalents based on the pyridine (X), more preferably from 2.0 to 5.0 equivalents based on the pyridine (X), most preferably from 2.0 to 3.0 equivalents based on the pyridine (X).

Process E: The pyridines of formula (XV) can be obtained by reacting respective pyridines of formula (XVI) with a metal organic species like a Grignard reagent (R'MgX, X = CI, Br, I; R' = alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, phenyl, heterocyclyl, or heteroaryl).

The reaction of pyridines (XVI) with a metal organic species is usually carried out from - 80 °C to the boiling point of the reaction mixture, preferably from -20 °C to 60 °C, particularly preferably from -20 °C to 25 °C, in an inert organic solvent.

Suitable solvents are aliphatic hydrocarbons, such as pentane, hexane, cyclohexane and mix- tures of Cs-Cs-alkanes, aromatic hydrocarbons, such as toluene, o-, m- and p-xylene, ethers, such as diethyl ether, diisopropyl ether, TBME, dioxane, anisole and THF, and also DMSO, DMF and DMAC, particularly preferably diethyl ether, dioxane and THF.

It is also possible to use mixtures of the solvents mentioned.

Examples of metal organic species for the synthesis of pyridines (XV) are Grignard reagents like R'MgCI, R'MgBr or R'Mgl, lithium organic species, aluminum organic species like R'sAI, R' ₂ AIX and R'AIX ₂ , titanium organic species like R' ₄ Ti, R' ₃ TiX, R' ₂ TiX ₂ and RTiX ₃ ,

Preferred agents include Grignard reagents and lithium organic species.

The metal organic species is used preferably from 2 to 10 equivalents based on the pyridine (XVI), more preferably from 2.0 to 5.0 equivalents based on the pyridine (XVI), most preferably from 2.0 to 3.0 equivalents based on the pyridine (XVI).

Process F:

The pyridines of formula (XVI) can be obtained by oxidizing respective pyridines of formula (XIII).

The oxidation of pyridines (XIII) is usually carried out from - 80 °C to the boiling point of the reaction mixture, preferably from -20 °C to 100 °C, particularly preferably from 0 °C to 75 °C, in an inert organic solvent.

The reaction may in principle be carried out in substance. However, preference is given to re- acting the pyridines (XIII) in an organic solvent.

Suitable in principle are all solvents which are capable of dissolving the pyridines (XIII) at least partly and preferably fully under the reaction conditions.

Examples of suitable solvents are aromatic hydrocarbons such as benzene, chlorobenzene, toluene, cresols, o-, m- and p-xylene, halogenated hydrocarbons such as CH ₂ CI ₂ , CHCI3, CCH2CICH2CI or CCU, ethers such as diethyl ether, diisopropyl ether, tert.-butyl methylether (TBME), dioxane, anisole and THF, as well as dipolar aprotic solvents such as sulfolane, DMSO, DMF, DMAC, 1 ,3-dimethyl-2-imidazolidinone (DMI), DMPU, and NMP.

It is also possible to use mixtures of the solvents mentioned.

Examples of oxidizing agents for the synthesis of pyridines (XVI) are metal oxides such as Μηθ2, ΚΜηθ4, OO3 or PCC, and non-metal oxides such as NaCIO, Nal0 ₄ or pyridine/SC>3 - complex. In addition methods like the Swern oxidation or the TEMPO oxidation known to a person skilled in the art can be used to obtain pyridines of formula (XVI).

Preferred agents include MnC>2, KMn0 ₄ and PCC, more preferred MnC>2.

The oxidizing agent is used preferably from 1 to 50 equivalents based on the pyridine (XIII), more preferably from 1 .0 to 20.0 equivalents based on the pyridine (XIII), most preferably from 1.0 to 10.0 equivalents based on the pyridine (XIII).

Process G:

The pyridines of formula (XVII) (Z = cycloalkyl, halocycloalkyl, alkyl, haloalkyl, alkenyl, alkynyl, phenyl, heteroaryl, heterocyclyl, alkylidenyl or halo alkylidenyl and R' = alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, heterocyclyl, alkoxycarbonylalkyl) can be obtained reacting respective pyridines of formula (XVIII) with base and an electrophile.

Electrophiles can be an alkyl-, alkenyl- or alkynyl-halide, e.g. methyl iodide, allyl bromide pro- pargyl bromide, ethyl iodide, propyl bromide, or ethyl 2-bromoacetate.

The reaction of the pyridine (XVIII) with the electrophile is usually carried out at temperatures from -100 °C to the boiling point of the reaction mixture, preferably from -20 °C to 100 °C, particularly preferably from -0 °C to 30 °C, in an inert organic solvent in the presence of a base.

Suitable in principle are all solvents which are capable of dissolving the pyridine (XVIII) and the electrophile at least partly and preferably fully under the reaction conditions.

Examples of suitable solvents are aromatic hydrocarbons such as benzene, chlorobenzene, toluene, cresols, 0-, m- and p-xylene, ethers such as diethyl ether, diisopropyl ether, TBME, dioxane, anisole and THF, nitriles such as acetonitrile and propionitrile, as well as dipolar aprotic solvents such as sulfolane, DMSO, DMF, DMAC, DMI, DMPU, and NMP.

It is also possible to use mixtures of the solvents mentioned.

Suitable bases are, in general, inorganic compounds, such as alkali metal and alkaline earth metal anhydrides, such as LiH, NaH, KH and CaH, alkali metal azides, such as lithium hex- amethyidisilazide (LHMDS), organometallic compounds, in particular alkali metal alkyls, such as MeLi, BuLi and PhLi , and also alkali metal and alkaline earth metal alkoxides, such as

NaOCH3, NaOC2Hs, KOC2H5, tBuOK, potassium tert-pentoxide and dimethoxymagnesium, moreover organic bases, e.g. tertiary amines, such as trimethylamine, triethylamine, diisopro- pylethylamine and N-methylpiperidine, pyridine, substituted pyridines, such as collidine, lutidine and 4-dimethylaminpyridine, and also bicyclic amines. Particular preference is given to sodium hydride, lithium hexamethyldisilazide and lithium diisopropylamide. The bases are generally employed in equimolar amounts; however, they can also be employed in catalytic amounts, in excess or, if appropriate, as solvents.

The starting materials are generally reacted with one another in equimolar amounts. It may be advantageous to employ an excess of base and/or the electrophile, based on the pyridine (XVIII).

The end of the reaction can easily be determined by the skilled worker by means of routine Process H:

The pyridines of formula (XIX) can be obtained by reacting respective pyridines of formula (XX), obtained e.g. in analogy to Synlett, (5), 808-810, 2002, with boronic acids/esters of formula (X

The reaction of pyridines (XX) with boronic acids/esters (XXI) is usually carried out from 0 °C to the boiling point of the reaction mixture, preferably from 15 °C to 1 10 °C, particularly prefera- bly from 40 °C to 100 °C, in an inert organic solvent in the presence of a base and a catalyst.

The reaction may in principle be carried out in substance. However, preference is given to reacting the pyridines (XX) with the boronic acids/esters (XXI) in an organic solvent with or without water as co-solvent.

Suitable in principle are all solvents which are capable of dissolving the pyridines (XX) and the boronic acids (XXI) at least partly and preferably fully under the reaction conditions.

Examples of suitable solvents are aromatic hydrocarbons such as benzene, chlorobenzene, toluene, cresols, o-, m- and p-xylene, ethers such as diethyl ether, diisopropyl ether, TBME, di- oxane, anisole and THF, as well as dipolar aprotic solvents such as sulfolane, DMSO, DMF, DMAC, DMI, DMPU, and NMP.

It is also possible to use mixtures of the solvents mentioned.

Examples of suitable metal-containing bases are inorganic compounds including metal-containing bases such as alkali metal and alkaline earth metal hydroxides, and other metal hydroxides, such as LiOH, NaOH, KOH, Mg(OH) ₂ , Ca(OH) ₂ and AI(OH) ₃ ; alkali metal and alkaline earth metal oxide, and other metal oxides, such as U2O , Na20 , K2O, MgO , and CaO, Fe2C>3, Ag ₂ 0; alkali metal and alkaline earth metal carbonates such as U2CO3, Na2CC>3, K2CO3,

CS2CO3, MgCC>3, and CaCC>3, as well as alkali metal hydrogen carbonates (bicarbonates) such as LiHCC>3, NaHCC>3, KHCO3; alkali metal and alkaline earth metal phosphates such as potassium phosphate (K3PO4), calcium phosphate (Ca3(P0 ₄ )2); alkali metal and alkaline earth metal acetates such as sodium acetate or potassium acetate.

Preferred bases are inorganic compounds such as alkali metal and alkaline earth metal hydroxides, and other metal hydroxides, such as lithium hydroxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide and aluminum hydroxide and alkali metal or alkaline earth metal carbonates such as lithium carbonate, sodium carbonate, potassium carbonate, cesium carbonate, magnesium carbonate, and calcium carbonate and alkaline earth metal phosphates such as potassium phosphate; ; alkali metal and alkaline earth metal acetates such as sodium acetate.

Especially preferred bases are inorganic compounds such as alkali metal and alkaline earth metal hydroxides, and other metal hydroxides, such as lithium hydroxide, sodium hydroxide, po- tassium hydroxide, magnesium hydroxide, calcium hydroxide and aluminum hydroxide and alkaline earth metal phosphates such as potassium phosphate.

The term base as used herein also includes mixtures of two or more, preferably two of the above bases. Particular preference is given to the use of one base.

The bases are used preferably from 1 to 10 equivalents based on the pyridine (XX), more preferably from 1 .0 to 5.0 equivalents based on the pyridine (XX), most preferably from 1.2 to 2.5 equivalents based on the pyridine (XX).

It may be advantageous to add the base offset over a period of time.

The reaction of the pyridines (XX) with the boronic acids/esters (XXI) is carried out in the presence of a catalyst. Examples of suitable catalysts include e.g., palladium based catalysts like, e.g., palladium(ll)acetate, tetrakis(triphenylphosphine)- palladium(O), bis(triphenylphosphine)pal- ladium(ll)chloride or (1 ,1 ,-bis(diphenylphosphino)- ferrocene)-dichloropalladium(ll), and optionally suitable additives such as, e.g., phosphines like, e.g., P(o-tolyl)3, triphenylphosphine or BINAP (2,2'-Bis(diphenylphospino)-1 ,1 '-binaphthyl).

The amount of catalyst is usually 0.01 to 20 mol % (0.0001 to 0.2 equivalents) based on the pyridine (XX).

The end of the reaction can easily be determined by the skilled worker by means of routine methods.

The reaction mixtures are worked up in a customary manner, e.g. by mixing with water, separation of the phases and, if appropriate, chromatographic purification of the crude product.

Some of the intermediates and end products are obtained in the form of viscous oils, which can be purified or freed from volatile components under reduced pressure and at moderately elevated temperature.

If the intermediates and the end products are obtained as solid, purification can also be carried out by recrystallization or digestion.

The boronic acids/esters (XXI) required for the preparation of pyridines of formula (XIX) are commercially available, known from literature or can easily prepared analogously to published procedures (e.g. Kamei et al. Tetrahedron Lett. 2014, 55, 4245 - 4247).

The present invention also provides agrochemical compositions comprising at least one pyridine compounds of formula (I) and auxiliaries customary for formulating crop protection agents.

The present invention furthermore provides a method for controlling unwanted vegetation where a herbicidal effective amount of at least one pyridine compounds of formula (I) is allowed to act on plants, their seeds and/or their habitat. Application can be done before, during and/or after, preferably during and/or after, the emergence of the undesirable plants.

Further embodiments of the present invention are evident from the claims, the description and the examples. It is to be understood that the features mentioned above and still to be illustrated below of the subject matter of the invention can be applied not only in the combination given in each particular case but also in other combinations, without leaving the scope of the invention.

As used herein, the terms "controlling" and "combating" are synonyms.

As used herein, the terms "undesirable vegetation" and "harmful plants" are synonyms.

If the pyridine compounds of formula (I) as described herein are capable of forming geometrical isomers, e.g. E/Z isomers, it is possible to use both, the pure isomers and mixtures thereof, in the compositions according to the invention.

If the pyridine compounds of formula (I) as described herein have one or more centres of chi- rality and, as a consequence, are present as enantiomers or diastereomers, it is possible to use both, the pure enantiomers and diastereomers and their mixtures, in the compositions according to the invention.

If the pyridine compounds of formula (I) as described herein have ionisable functional groups, preferably an acidic functionality, they can also be employed in the form of their agriculturally acceptable salts. Suitable are, in general, the salts of those cations and the acid addition salts of those acids whose cations and anions, respectively, have no adverse effect on the activity of the active compounds.

Preferred cations are the ions of the alkali metals, preferably of lithium, sodium and potassium, of the alkaline earth metals, preferably of calcium and magnesium, and of the transition metals, preferably of manganese, copper, zinc and iron, further ammonium and substituted ammonium in which one to four H atoms are replaced by Ci-C4-alkyl, hydroxy-Ci-C4-alkyl, Ci-C4-alkoxy-Ci- C4-alkyl, hydroxy-Ci-C4-alkoxy-Ci-C4-alkyl, phenyl or benzyl, preferably ammonium, methyl-ammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammonium, tetrae- thylamm-onium, tetrabutylammonium, 2-hydroxyethylammonium (olamine salt), 2-(2-hydroxy- eth-1 -oxy)eth-1-ylammonium (diglycolamine salt), di(2-hydroxyeth-1-yl)ammonium (diolamine salt), tris(2-hydroxy-ethyl)ammonium (trolamine salt), tris(2-hydroxypropyl)ammonium, benzyltri- methylammonium, benzyltriethylammonium, Ν,Ν,Ν-trimethylethanolammonium (choline salt), furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C4-alkyl)sulfonium, such as tri- methylsulfonium, and sulfoxonium ions, preferably tri(Ci-C4-alkyl)sulfoxonium, and finally the salts of polybasic amines such as N,N-bis-(3-aminopropyl)methylamine and diethylenetriamine. Anions of useful acid addition salts are primarily chloride, bromide, fluoride, iodide, hydrogen- sulfate, methylsulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and also the anions of Ci-C4-al- kanoic acids, preferably formate, acetate, propionate and butyrate.

Pyridine compounds of formula (I) as described herein having an acidic functionality can be employed, if applicable, in the form of the acid, in the form of an agriculturally suitable salt, whereby the cations are defined as mentioned above, or else in the form of an agriculturally acceptable derivative, e.g. as amides, such as mono- and di-Ci-C6-alkylamides or arylamides, as esters, e.g. as allyl esters, propargyl esters, Ci-Cio-alkyl esters, alkoxyalkyl esters, tefuryl ((tet- rahydrofuran-2-yl)methyl) esters and also as thioesters, e.g. as Ci-Cio-alkylthio esters. Preferred mono- and di-Ci-C6-alkylamides are the CH3 and the dimethylamides. Preferred arylamides are, e.g., the anilides and the 2-chloroanilides. Preferred alkyl esters are, e.g., the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl (1 -methylhexyl), meptyl (1-methylheptyl), heptyl, octyl or isooctyl (2-ethylhexyl) esters. Preferred Ci-C4-alkoxy-Ci-C4-alkyl esters are the straight-chain or branched Ci-C4-alkoxy ethyl esters, e.g. the 2-methoxyethyl, 2-ethoxyethyl, 2- butoxyethyl (butotyl), 2-butoxypropyl or 3-butoxypropyl ester. An example of a straight-chain or branched Ci-Cio-alkylthio ester is the ethylthio ester.

The organic moieties mentioned in the definition of the variables R ¹ , R ² , A, Z, R ³ , R ^3A , and R ⁴ are - like the term halogen - collective terms for individual enumerations of the individual group members. The term halogen denotes in each case F, CI, Br, or I. All hydrocarbon chains, e.g. all alkyl, alkenyl, alkynyl, alkoxy chains can be straight-chain or branched, the prefix C _n -C _m denoting in each case the possible number of carbon atoms in the group.

Examples of such meanings are:

- Ci-C ₄ -alkyl: e.g. CH ₃ , C ₂ H ₅ , n-propyl, CH(CH ₃ ) ₂ , n-butyl, CH(CH ₃ )-C ₂ H ₅ , CH ₂ -CH(CH ₃ ) ₂ , and C(CH ₃ ) ₃ ;

Ci-C6-alkyl: Ci-C ₄ -alkyl as mentioned above, and also, e.g., n-pentyl, 1-methylbutyl, 2- methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1 -ethylpropyl, n-hexyl, 1 ,1 -dimethylpropyl, 1 ,2- dimethylpropyl, 1 -methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1 ,1-dimethyl- butyl, 1 ,2-dimethylbutyl, 1 ,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethyl- butyl, 1-ethylbutyl, 2-ethylbutyl, 1 ,1 ,2-tri methyl propyl, 1 ,2,2-trimethylpropyl, 1 -ethyl-1 -methylpro- pyl or 1 -ethyl-2-methylpropyl, preferably methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1 ,1-di- methylethyl, n-pentyl, or n-hexyl;

Ci-C ₄ -haloalkyl: Ci-C ₄ -alkyl as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, e.g., chloromethyl, dichloromethyl, trichloromethyl, flu- oromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluo- romethyl, bromomethyl, iodomethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 2,2- difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro- 2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, 2-fluoropropyl, 3-fluoropropyl, 2,2-difluoro- propyl, 2,3-difluoropropyl, 2-chloropropyl, 3-chloropropyl, 2,3-dichloropropyl, 2-bromopropyl, 3- bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, 2,2,3,3,3-pentafluoropropyl, hep- tafluoro-propyl, 1-(fluoromethyl)-2-fluoroethyl, 1-(chloromethyl)-2-chloroethyl, l-(bromomethyl)- 2-bromo-ethyl, 4-fluorobutyl, 4-chlorobutyl, 4-bromobutyl, nonafluorobutyl, 1 ,1 ,2,2,-tetrafluoro- ethyl, and 1 -trifluoromethyl-1 ,2,2,2-tetrafluoroethyl;

- Ci-C6-haloalkyl: Ci-C ₄ -haloalkyl as mentioned above, and also, e.g., 5-fluoropentyl, 5- chloropentyl, 5-bromopentyl, 5-iodopentyl, undecafluoropentyl, 6-fluorohexyl, 6-chlorohexyl, 6-bromohexyl, 6-iodohexyl, and dodecafluorohexyl;

C ₃ -C6-cycloalkyl: monocyclic saturated hydrocarbons having 3 to 6 ring members, such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl;

- C ₃ -C6-alkenyl: e.g. 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-bu- tenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1 -methyl-2-propenyl, 2-methyl-2-propenyl, 1- pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1 -butenyl, 2-methyl-1 -butenyl, 3-methyl-

1- butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl,

2- methyl-3-butenyl, 3-methyl-3-butenyl, 1 ,1-dimethyl-2-propenyl, 1 ,2-dimethyl-1-propenyl, 1 ,2- dimethyl-2-propenyl, 1-ethyl-1 -propenyl, 1 -ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4- hexenyl, 5-hexenyl, 1-methyl-1 -pentenyl, 2-methyl-1 -pentenyl, 3-methyl-1-pentenyl, 4-methyl-1- pentenyl, 1 -methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1 -methyl- 4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1 ,1-dimethyl-2-bu- tenyl, 1 ,1-dimethyl-3-butenyl, 1 ,2-dimethyl-1 -butenyl, 1 ,2-dimethyl-2-butenyl, 1 ,2-dimethyl-3-bu- tenyl, 1 ,3-dimethyl-1-butenyl, 1 ,3-dimethyl-2-butenyl, 1 ,3-dimethyl-3-butenyl, 2,2-dimethyl-3-bu- tenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-bu- tenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1 -ethyl-3-butenyl, 2-ethyl-1- butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1 ,1 ,2-trimethyl-2-propenyl, 1 -ethyl-1-methyl-2-pro- penyl, 1-ethyl-2-methyl-1-propenyl, and 1 -ethyl-2-methyl-2-propenyl;

C ₃ -C6- aloalkenyl: a C ₃ -C6-alkenyl substituent as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, e.g. 2-chloroprop-2-en-1-yl, 3-chlo- roprop-2-en-1 -yl, 2,3-dichloroprop-2-en-1 -yl, 3,3-dichloroprop-2-en-1-yl, 2,3,3-trichloro-2-en-1-yl, 2,3-dichlorobut-2-en-1-yl, 2-bromoprop-2-en-1-yl, 3-bromoprop-2-en-1-yl, 2,3-dibromoprop-2- en-1-yl, 3,3-dibromoprop-2-en-1 -yl, 2,3,3-tribromo-2-en-1-yl, or 2,3-dibromobut-2-en-1 -yl;

C3-C6-alkynyl: e.g. 1-propynyl, 2-propynyl, 1 -butynyl, 2-butynyl, 3-butynyl, 1-methyl-2- propynyl, 1 -pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1 ,1 -dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1 -methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl- 4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl, 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1 ,1-dimethyl-2-butynyl, 1 ,1 -dimethyl-3-butynyl, 1 ,2- dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3- butynyl, 2-ethyl-3-butynyl, and 1-ethyl-1 -methyl-2-propynyl;

C2-C6-alkynyl: C3-C6-alkynyl as mentioned above and also ethynyl;

C3-C6-haloalkynyl: a C3-C6-alkynyl radical as mentioned above which is partially or fully substituted by F, CI, Br and/or I, e.g. 1 ,1 -difluoroprop-2-yn-1 -yl, 3-chloroprop-2-yn-1-yl, 3-bromo- prop-2-yn-1-yl, 3-iodoprop-2-yn-1-yl, 4-fluorobut-2-yn-1-yl, 4-chlorobut-2-yn-1 -yl, 1 ,1 -difluorobut- 2-yn-1-yl, 4-iodobut-3-yn-1-yl, 5-fluoropent-3-yn-1 -yl, 5-iodopent-4-yn-1 -yl, 6-fluorohex-4-yn-1 -yl, or 6-iodohex-5-yn-1-yl;

Ci-C4-alkoxy: e.g. methoxy, ethoxy, propoxy, 1 -methylethoxy butoxy, 1 -methylpropoxy, 2-methylpropoxy, and 1 ,1 -dimethylethoxy;

Ci-C6-alkoxy: Ci-C4-alkoxy as mentioned above, and also, e.g., pentoxy, 1-methylbut- oxy, 2-methylbutoxy, 3-methoxyl butoxy, 1 ,1 -dimethylpropoxy, 1 ,2-dimethylpropoxy, 2,2-dime- thylpropoxy, 1 -ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1 ,1 -dimethylbutoxy, 1 ,2-dimethylbutoxy, 1 ,3-dimethylbutoxy, 2,2-dimethylbut- oxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1 ,1 ,2-trime- thylpropoxy, 1 ,2, 2-tri methyl propoxy, 1-ethyl-1-methylpropoxy, and 1 -ethyl-2-methylpropoxy. - Ci-C4-haloalkoxy: a Ci-C4-alkoxy radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, i.e., e.g., fluoromethoxy, difluorometh- oxy, trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy, 2-fluoroethoxy, 2-chloro- ethoxy, 2-bromomethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluo- roethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pen- tafluoroethoxy, 2-fluoropropoxy, 3-fluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2-bromo- propoxy, 3-bromopropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2,3-dichloropropoxy, 3,3,3- trifluoropropoxy, 3,3,3-trichloropropoxy, 2,2,3,3,3-pentafluoropropoxy, heptafluoropropoxy, 1- (fluoromethyl)-2-fluoroethoxy, 1 -(chloromethyl)-2-chloroethoxy, 1 -(bromomethyl)-2-bromoeth- oxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy, and nonafluorobutoxy; Ci-C6- aloalkoxy: a Ci-C4- aloalkoxy as mentioned above, and also, e.g., 5-fluoro- pentoxy, 5-chloropentoxy, 5-bromopentoxy, 5-iodopentoxy, undecafluoropentoxy, 6-fluoro- hexoxy, 6-chlorohexoxy, 6-bromohexoxy, 6-iodohexoxy and dodecafluorohexoxy;

Ci-C4-alkylthio: e.g. methylthio, ethylthio, propylthio, 1 -methylethylthio, butylthio, 1- methylpropylthio, 2-methylpropylthio, and 1 ,1-dimethylethylthio;

Ci-C6-alkylthio: Ci-C4-alkylthio as mentioned above, and also, e.g., pentylthio, 1 -methyl- butylthio, 2-methylbutylthio, 3-methylbutylthio, 2,2-dimethylpropylthio, 1-ethylpropylthio, hex- ylthio, 1 ,1 -dimethylpropylthio, 1 ,2-dimethylpropylthio, 1 -methylpentylthio, 2-methylpentylthio, 3- methylpentylthio, 4-methylpentylthio, 1 ,1-dimethylbutylthio, 1 ,2-dimethylbutylthio, 1 ,3-dimethyl- butylthio, 2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1 -ethylbutylthio, 2- ethylbutylthio, 1 , 1 ,2-trimethylpropylthio, 1 ,2,2-trimethylpropylthio, 1 -ethyl-1 -methylpropylthio, and 1- ethyl-2-methylpropylthio;

(Ci-C4-alkyl)amino: e.g. methylamino, ethylamino, propylamino, 1 -methylethylamino, bu- tylamino, 1-methylpropylamino, 2-methylpropylamino, or 1 ,1-dimethylethylamino;

- (Ci-C6-alkyl)amino: (Ci-C4-alkylamino) as mentioned above, and also, e.g., pentyl- amino, 1-methylbutylamino, 2-methylbutylamino, 3-methylbutylamino, 2,2-dimethylpropylamino, 1 -ethylpropylamino, hexylamino, 1 ,1-dimethylpropylamino, 1 ,2-dimethylpropylamino, 1-methyl- pentylamino, 2-methylpentylamino, 3-methylpentylamino, 4-methylpentylamino, 1 ,1-dimethyl- butylamino, 1 ,2-dimethylbutylamino, 1 ,3-dimethylbutylamino, 2,2-dimethylbutylamino, 2,3-dime- thylbutyl-amino 3,3-dimethylbutylamino, 1 -ethylbutylamino, 2-ethylbutylamino, 1 ,1 ,2-trimethyl- propylamino, 1 ,2,2-trimethyl-propylamino, 1 -ethyl-1 -methylpropylamino, or 1-ethyl-2-methylprop- ylamino;

di(Ci-C4-alkyl)amino: e.g. N,N-dimethylamino, Ν,Ν-diethylamino, N,N-di(1-methyl- ethyl)amino, N,N-dipropylamino, Ν,Ν-dibutylamino, N,N-di(1-methylpropyl)amino, N,N-di(2-me- thyl-propyl)amino, N,N-di(1 ,1-dimethylethyl)amino, N-ethyl-N-methylamino, N-methyl-N-propyl- amino, N-methyl-N-(1-methylethyl)amino, N-butyl-N-methylamino, N-methyl-N-(1 -methylpropylamino, N-methyl-N-(2-methylpropyl)amino, N-(1 ,1-dimethylethyl)-N-methylamino, N-ethyl-N- propylamino, N-ethyl-N-(1-methylethyl)amino, N-butyl-N-ethylamino, N-ethyl-N-(1 -methylpropylamino, N-ethyl-N-(2-methylpropyl)amino, N-ethyl-N-(1 ,1 -dimethylethyl)amino, N-(l-methylethyl)- N-propylamino, N-butyl-N-propylamino, N-(1 -methylpropyl)-N-propylamino, N-(2-methylpropyl)- N-propylamino, N-(1 ,1-dimethylethyl)-N-propylamino, N-butyl-N-(1-methylethyl)amino, N-(1 -me- thyl-ethyl)-N-(1-methyl-propyl)amino, N-(1-methylethyl)-N-(2-methylpropyl)amino, N-(1 ,1-di- methylethyl)-N-(1 -methylethyl)amino, N-butyl-N-(1 -methylpropyl)amino, N-butyl-N-(2-methylpro- pyl)amino, N-butyl-N-(1 ,1-dimethylethyl)amino, N-(1 -methylpropyl)-N-(2-methylpropyl)amino, N- (1 ,1-dimethyl-ethyl)-N-(1-methylpropyl)amino, or N-(1 ,1-dimethylethyl)-N-(2-methylpropyl)amino; di(Ci-C6-alkyl)amino: di(Ci-C4-alkyl)amino as mentioned above, and also, e.g., N-me- thyl-N-pentylamino, N-methyl-N-(1-methylbutyl)amino, N-methyl-N-(2-methylbutyl)amino, N-me- thyl-N-(3-methylbutyl)amino, N-methyl-N-(2,2-dimethylpropyl)amino, N-methyl-N-(1 -ethylpro- pyl)amino, N-methyl-N-hexylamino, N-methyl-N-(1 ,1-dimethylpropyl)amino, N-methyl-N-(1 ,2-di- methylpropyl)amino, N-methyl-N-(1-methylpentyl)amino, N-methyl-N-(2-methylpentyl)amino, N- methyl-N-(3-methylpentyl)amino, N-methyl-N-(4-methylpentyl)amino, N-methyl-N-(1 ,1-dimethyl- butyl)amino, N-methyl-N-(1 ,2-dimethylbutyl)amino, N-methyl-N-(1 ,3-dimethylbutyl)amino, N-me- thyl-N-(2,2-dimethylbutyl)amino, N-methyl-N-(2,3-dimethylbutyl)amino, N-methyl-N-(3,3-dime- thylbutyl)amino, N-methyl-N- (l-ethylbutyl)amino, N-methyl-N-(2-ethylbutyl)amino, N-methyl-N- (1 ,1 ,2-trimethylpropyl)amino, N-methyl-N- (1 ,2,2-trimethylpropyl)amino, N-methyl-N-(1 -ethyl-1 - methylpropyl)amino, N-methyl-N- (1-ethyl-2-methylpropyl)amino, N-ethyl-N-pentylamino, N- ethyl-N-(1 -methylbutyl)amino, N-ethyl-N-(2-methylbutyl)amino, N-ethyl-N-(3-methylbutyl)amino, N-ethyl-N-(2,2-dimethylpropyl)amino, N-ethyl-N-(1-ethylpropyl)amino, N-ethyl-N-hexylamino, N- ethyl-N-(1 ,1 -dimethylpropyl)amino, N-ethyl-N-(1 ,2-dimethylpropyl)amino, N-ethyl-N-(1- methylpentyl)amino, N-ethyl-N-(2-methylpentyl)amino, N-ethyl-N-(3-methylpentyl)amino, N- ethyl-N-(4-methylpentyl)amino, N-ethyl-N-(1 ,1-dimethylbutyl)amino, N-ethyl-N-(1 ,2-dimethyl- butyl)amino, N-ethyl-N-(1 ,3-dimethylbutyl)amino, N-ethyl-N-(2,2-dimethylbutyl)amino, N-ethyl-N- (2,3-dimethylbutyl)amino, N-ethyl-N-(3,3-dimethylbutyl)amino, N-ethyl-N-(1-ethylbutyl)amino, N- ethyl-N-(2-ethylbutyl)amino, N-ethyl-N-(1 ,1 ,2-trimethylpropyl)amino, N-ethyl-N-(1 ,2,2-trime- thylpropyl)amino, N-ethyl-N-(1 -ethyl-1-methylpropyl)amino, N-ethyl-N-(1 -ethyl-2-methylpro- pyl)amino, N-propyl-N-pentylamino, N-butyl-N-pentylamino, Ν,Ν-dipentylamino, N-propyl-N-hex- ylamino, N-butyl-N-hexylamino, N-pentyl-N-hexylamino, or N,N-dihexylamino;

Ci-C6-alkylsulfinyl (Ci-C6-Alkyl-S(=0)-): e.g. methylsulfinyl, ethylsulfinyl, propylsulfinyl, 1- methylethylsulfinyl, butylsulfinyl, 1 -methylpropylsulfinyl, 2-methylpropylsulfinyl, 1 ,1-di- methylethylsulfinyl, pentylsulfinyl, 1-methylbutylsulfinyl, 2-methylbutylsulfinyl, 3-methylbutylsulfi- nyl, 2,2-dimethylpropylsulfinyl, 1-ethylpropylsulfinyl, 1 ,1-dimethylpropylsulfinyl, 1 ,2-dimethylpro- pyl-sulfinyl, hexylsulfinyl, 1 -methylpentylsulfinyl, 2-methylpentylsulfinyl, 3-methylpentylsulfinyl, 4- methylpentyl-sulfinyl, 1 ,1-dimethylbutylsulfinyl, 1 ,2-dimethylbutylsulfinyl, 1 ,3-dimethylbutyl-sulfi- nyl, 2,2-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl, 3,3-dimethylbutyl-sulfinyl, 1-ethylbutyl- sulfinyl, 2-ethylbutylsulfinyl, 1 ,1 ,2-trimethylpropylsulfinyl, 1 ,2,2-trimethylpropylsulfinyl, 1 -ethyl-1 - methylpropyl-sulfinyl, and 1 -ethyl-2-methylpropylsulfinyl;

Ci-C6-alkylsulfonyl (Ci-C6-alkyl-S(0)2-): e.g. methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl, 1 -methylpropylsulfonyl, 2-methyl-propylsulfonyl, 1 ,1 -di- methylethylsulfonyl, pentylsulfonyl, 1 -methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutyl- sulfonyl, 1 ,1-dimethylpropylsulfonyl, 1 ,2-dimethylpropylsulfonyl, 2,2-dimethylpropyl-sulfonyl, 1- ethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl, 2-methylpentylsulfonyl, 3-methylpen- tylsulfonyl, 4-methylpentylsulfonyl, 1 ,1 -dimethylbutylsulfonyl, 1 ,2-dimethylbutylsulfonyl, 1 ,3-di- methylbutylsulfonyl, 2,2-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl, 3,3-dimethylbutyl-sul- fonyl, 1-ethylbutylsulfonyl, 2-ethylbutylsulfonyl, 1 ,1 ,2-trimethyl-propylsulfonyl, 1 ,2,2-trimethyl- propylsulfonyl, 1 -ethyl-1 -methylpropylsulfonyl, and 1-ethyl-2-methylpropylsulfonyl;

C3-C6-cycloalkyl: a monocyclic saturated hydrocarbon having 3 to 6 ring members, such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl;

C3-C6-cycloalkenyl: 1-cyclopropenyl, 2-cyclopropenyl, 1 -cyclobutenyl, 2-cyclobutenyl, 1 - cyclopentenyl, 2-cyclopentenyl, 1 ,3-cyclopentadienyl, 1 ,4-cyclopentadienyl, 2,4-cyclopentadi- enyl, 1 -cyclohexenyl, 2-cyclohexenyl, 3-cyclohexenyl, 1 ,3-cyclohexadienyl, 1 ,4-cyclohexadienyl, or 2,5-cyclohexadienyl;

heterocyclyl: a 3- to 6-membered heterocyclyl: a saturated or partial unsaturated cycle having three to six ring members which comprises apart from carbon atoms one to four nitrogen atoms, or one or two oxygen atoms, or one or two sulfur atoms, or one to three nitrogen atoms and an oxygen atom, or one to three nitrogen atoms and a sulfur atom, or one sulfur and one oxygen atom, e.g. 3- or 4-membered heterocycles like 2-oxiranyl, 2-aziridinyl, 2-thiiranyl, 2-ox- etanyl, 3-oxetanyl, 2-thietanyl, 3-thietanyl, 1 -azetidinyl, 2-azetidinyl, 1 -azetinyl, or 2-azetinyl; 5- membered saturated heterocycles like2-tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahy- drothienyl, 3-tetrahydrothienyl, 1-pyrrolidinyl,2-pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazolidinyl, 4-isox- azolidinyl, 5-isoxazolidinyl, 2-isothiazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazoli- dinyl, 1 -pyrazolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl, 4-oxazoli- dinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl, 1 -imidazolidinyl, 2-imidazoli- dinyl, 4-imidazolidinyl, 3-oxazolidinyl, 1 ,2,4-oxadiazolidin-3-yl, 1 ,2,4-oxadiazolidin-5-yl, 3-thiazol- idinyl, 1 ,2,4-thiadiazolidin-3-yl, 1 ,2,4-thiadiazolidin-5-yl, 1 ,2,4-triazolidin-3-yl, 1 ,2,4-oxadiazolidin- 2-yl, 1 ,2,4-oxadiazolidin-4-yl, 1 ,3,4-oxadiazolidin-2-yl, 1 ,2,4-thiadiazolidin-2-yl, 1 ,2,4-thiadiazoli- din-4-yl, 1 ,3,4-thiadiazolidin-2-yl, 1 ,2,4-triazolidin-1-yl, or 1 ,3,4-triazolidin-2-yl;

5-membered partial unsaturated heterocycles like 2,3-dihydrofur-2-yl, 2,3-dihydrofur-3-yl, 2,4- dihydrofur-2-yl, 2,4-dihydrofur-3-yl, dioxolan-2-yl, 1 ,3-dioxol-2-yl, 2,3-dihydrothien-2-yl, 2,3-dihy- drothien-3-yl, 2,4-dihydrothien-2-yl, 2,4-dihydrothien-3-yl, 4,5-dihydropyrrol-1 -yl, 4,5-dihydro- pyrrol-2-yl, 4,5-dihydropyrrol-3-yl, 2,5-dihydropyrrol-1 -yl, 2,5-dihydropyrrol-2-yl, 2,5-dihydro- pyrrol-3-yl, 2,3-dihydroisoxazol-1-yl, 2,3-dihydroisoxazol-3-yl, 2,3-dihydroisoxazol-4-yl, 2,3-dihy- droisoxazol-5-yl, 2,5-dihydroisoxazol-3-yl, 2,5-dihydroisoxazol-4-yl, 2,5-dihydroisoxazol-5-yl,

4,5-dihydroisoxazol-2-yl, 4,5-dihydroisoxazol-3-yl, 4,5-dihydroisoxazol-4-yl, 4,5-dihydroisoxazol- 5-yl, 2,3-dihydroisothiazol-1 -yl, 2,3-dihydroisothiazol-3-yl, 2,3-dihydroisothiazol-4-yl, 2,3-dihy- droisothiazol-5-yl, 2,5-dihydroisothiazol-3-yl, 2,5-dihydroisothiazol-4-yl, 2,5-dihydroisothiazol-5- yl, 4,5-dihydroisothiazol-1 -yl, 4,5-dihydroisothiazol-3-yl, 4,5-dihydroisothiazol-4-yl, 4,5-dihydroi- sothiazol-5-yl, 2,3-dihydropyrazol-1 -yl, 2,3-dihydropyrazol-2-yl, 2,3-dihydropyrazol-3-yl, 2,3-dihy- dropyrazol-4-yl, 2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl, 3,4-dihydropyrazol-3-yl, 3,4- dihydropyrazol-4-yl, 3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl, 4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl, 4,5-dihydropyrazol-5-yl, 2,3-dihydroimidazol-1-yl, 2,3-dihydroimidazol-2- yl, 2,3-dihydroimidazol-3-yl ,2,3-dihydroimidazol-4-yl, 2,3-dihydroimidazol-5-yl, 4,5-dihydroimid- azol-1-yl, 4,5-dihydroimidazol-2-yl, 4,5-dihydroimidazol-4-yl, 4,5-dihydroimidazol-5-yl, 2,5-dihy- droimidazol-1-yl, 2,5-dihydroimidazol-2-yl, 2,5-dihydroimidazol-4-yl, 2,5-dihydroimidazol-5-yl,

2.3- dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl, 2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl,

3.4- dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl,

2.3- dihydrothiazol-2-yl, 2,3-dihydrothiazol-3-yl, 2,3-dihydrothiazol-4-yl, 2,3-dihydrothiazol-5-yl, 3,4-dihydrothiazol-2-yl, 3,4-dihydrothiazol-3-yl, 3,4-dihydrothiazol-4-yl, 3,4-dihydrothiazol-5-yl,

3.4- dihydrothiazol-2-yl, 3,4-dihydrothiazol-3-yl, or 3,4-dihydrothiazol-4-yl;

6- membered saturated heterocycles like 1-piperidinyl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1 ,3-dioxan-5-yl, 1 ,4-dioxanyl, 1 ,3-dithian-5-yl, 1 ,3-dithianyl, 1 ,3-oxathian-5-yl, 1 ,4-oxathianyl, 2-tetrahydropyranyl, 3-tetrahydopyranyl, 4-tetrahydropyranyl, 2-tetrahydrothiopyranyl, 3-tetra- hydrothiopyranyl,4-tetrahydrothiopyranyl, 1 -hexahydropyridazinyl, 3-hexahydropyridazinyl, 4- hexahydropyridazinyl, 1 -hexahydropyrimidinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 1-piperazinyl, 2-piperazinyl, 1 ,3,5-hexahydrotriazin-1-yl, 1 ,3,5-hexahy- drotriazin-2-yl, 1 ,2,4-hexahydrotriazin-1 -yl, 1 ,2,4-hexahydrotriazin-3-yl, tetrahydro-1 ,3-oxazin-1- yl, tetrahydro-1 ,3-oxazin-2-yl, tetrahydro-1 ,3-oxazin-6-yl, 1 -morpholinyl, or 2-morpholinyl, 3-mor- pholinyl;

6-membered partial unsaturated heterocycles like 2H-pyran-2-yl, 2H-pyran-3-yl, 2H-pyran-4-yl, 2H-pyran-5-yl, 2H-pyran-6-yl, 2H-thiopyran-2-yl, 2H-thiopyran-3-yl, 2H-thiopyran-4-yl, 2H-thiopy- ran-5-yl, 2H-thiopyran-6-yl, or 5,6-dihydro-4H-1 ,3-oxazin-2-yl. heteroaryl: a 5- or 6-membered heteroaryl: monocyclic aromatic heteroaryl having 5 to 6 ring members which, in addition to carbon atoms and independent of their position in the ring, contains 1 to 4 nitrogen atoms, or 1 to 3 nitrogen atoms and an oxygen or sulfur atom, or an oxygen or a sulfur atom, e.g. 5-membered aromatic rings like furyl (e.g. 2-furyl, 3-furyl), thienyl (e.g. 2-thienyl, 3-thienyl), pyrrolyl (e.g. pyrrol-2-yl, pyrrol-3-yl), pyrazolyl (e.g. pyrazol-3-yl, pyra- zol-4-yl), isoxazolyl (e.g. isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl), isothiazolyl (e.g. isothiazol-3- yl, isothiazol-4-yl, isothiazol-5-yl), imidazolyl (e.g. imidazole-2-yl, imidazole-4-yl), oxazolyl (e.g. oxazol-2-yl, oxazol-4-yl, oxazol-5-yl), thiazolyl (e.g. thiazol-2-yl, thiazol-4-yl, thiazol-5-yl), oxadia- zolyl (e.g. 1 ,2,3-oxadiazol-4-yl, 1 ,2,3-oxadiazol-5-yl, 1 ,2,4-oxadiazol-3-yl, 1 ,2,4-oxadiazol-5-yl, 1 ,3,4-oxadiazol-2-yl), thiadiazolyl (e.g. 1 ,2,3-thiadiazol-4-yl, 1 ,2,3-thiadiazol-5-yl, 1 ,2,4-thiadia- zol-3-yl, 1 ,2,4-thiadiazol-5-yl, 1 ,3,4-thiadiazolyl-2-yl), triazolyl (e.g. 1 ,2,3-triazol-4-yl, 1 ,2,4-tria- zol-3-yl); 1 -tetrazolyl; 6-membered aromatic rings like pyridyl (e.g. pyridine-2-yl, pyridine-3-yl, pyridine-4-yl), pyrazinyl (e.g. pyridazin-3-yl, pyridazin-4-yl), pyrimidinyl (e.g. pyrimidin-2-yl, py- rimidin-4-yl, pyrimidin-5-yl), pyrazin-2-yl, triazinyl (e.g. 1 ,3,5-triazin-2-yl, or 1 ,2,4— triazin-3-yl, 1 ,2,4-triazin-5-yl, 1 ,2,4-triazin-6-yl);

The term "substituted" if not specified otherwise refers to substituted by 1 , 2 or maximum possible number of substituents. If substituents as defined in compounds of formula I are more than one then they are independently from each other are same or different if not mentioned otherwise.

The term "acidic functionality" if not specified otherwise refers to a functionality capable of donating a hydrogen (proton or hydrogen ion H ⁺ ), such as a carboxylic group or sulphonic group, or, alternatively, capable of forming a covalent bond with an electron pair.

The terms "compounds of formula (I)", "Pyridine compounds of formula (I)", "Compounds I" and "compounds of invention" are synonyms.

The preferred embodiments of the invention mentioned herein below have to be understood as being preferred either independently from each other or in combination with one another.

In general, pyridine compounds of formula (I) are suitable as herbicides.

According to a preferred embodiment of the invention preference is given pyridine compounds of formula (I), and their use as herbicides, wherein the variables, either independently of one another or in combination with one another, have the following meanings:

Preferred R ¹ is Ci-C6-alkyl, Ci-C6-alkoxy, Ci-C6-haloalkoxy, C3-C6-alkenyloxy, C3-C6-haloal- kenyloxy, C3-C6-alkynyloxy, C4-C6-haloalkynyloxy, Ci-C6-alkylthio, C3-C6-cycloalkyl, wherein the cycloalkyl substituent is unsubstituted;

particularly preferred R ¹ is Ci-C6-alkyl, Ci-C6-alkoxy, or C3-C6-cycloalkyl, wherein the cycloalkyl substituent is unsubstituted;

especially preferred R ¹ is C3-C6-cycloalkyl, wherein the cycloalkyl substituent is unsubstituted; also especially preferred R ¹ is C2H5, 1-C3H7, 1-C4H9, OCH3, C-C3H5, or C-C4H7;

more preferred R ¹ is C2H5, OCH3, or C-C3H5;

most preferred R ¹ is C-C3H5.

Preferred R ² is C2-C6-alkenyl, C2-C6-haloalkenyl, CrC ₆ -alkoxy-C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkenyl, C3-C6-cycloalkenyl-Ci-C6-alkyl, C3-C6-cycloalkyl-Ci-C6-alkylidenyl, C3-C6- halocycloalkyl-Ci-C6-alkylidenyl, C3-C6-cycloalkenyl-Ci-C6-alkylidenyl, C3-C6-hydroxycycloalkyl- Ci-C6-alkyl, C3-C6-hydroxycycloalkenyl-Ci-C6-alkyl, Ci-C6-hydroxyalkyl, C3-C6-cycloalkyl-C2-C6- hydroxyalkylidenyl, hydroxycarbonyl-Ci-C6-alkyl, hydroxycarbonyl-Ci-C6-haloalkyl, C1-C6- alkoxycarbonyl-CrC ₆ -alkyl, C3-C6- ydroxycycloalkyl-CrC ₆ - ydroxyalkyl, C2-C6-dihydroxyalkyl, C3-C6-cycloalkyl-C3-C6-dihydroxyalkylidenyl, hydroxycarbonyl-C2-C6-dihydroxyalkyl, C1-C6- alkoxycarbonyl-C2-C6-dihydroxyalkyl, Ci-C6-dicyanoalkyl, or 5- or 6-membered heteroaryl;

wherein hydroxy groups of R ² are unsubstituted or substituted by R ^b ;

cyclic groups of R ² are unsubstituted or substituted by R ^c ;

acyclic aliphatic groups of R ² are unsubstituted or substituted by R ^d .

particularly preferred R ² is C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkenyl, C3-C6-cycloalkyl- CrC ₆ -alkylidenyl, C3-C6-halocycloalkyl-CrC ₆ -alkylidenyl, C3-C6-hydroxycycloalkyl-CrC ₆ -alkyl, C3-C6-hydroxycycloalkyl-CrC ₆ -hydroxyalkyl, C2-C6-dihydroxyalkyl, or 5- or 6-membered het- eroaryl;

also particularly preferred R ² is C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkenyl-Ci-C6-alkyl, C3-C6-cycloalkyl-Ci-C6-alkylidenyl, Ci-C6-hydroxyalkyl, Ci-C6-alkoxycarbonyl-Ci-C6-alkyl, C2-C6- dihydroxyalkyl, Ci-C6-dicyanoalkyl, or 5- or 6-membered heteroaryl;

wherein hydroxy groups of R ² are unsubstituted or substituted by R ^b ;

cyclic groups of R ² are unsubstituted or substituted by R ^c ;

acyclic aliphatic groups of R ² are unsubstituted or substituted by R ^d .

especially preferred R ² is C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl-Ci-C6-alkylidenyl, C3- C6-hydroxycycloalkyl-Ci-C6-alkyl, and 5- or 6-membered heteroaryl;

also especially preferred R ² is C2-C6-alkenyl, Ci-C6-hydroxyalkyl, C3-C6-cycloalkyl-Ci-C6-alkyli- denyl, C2-C6-dihydroxyalkyl, Ci-C6-dicyanoalkyl and 5- or 6-membered heteroaryl;

also especially preferred R ² is C2-C6-alkenyl, C3-C6-cycloalkyl-Ci-C6-alkylidenyl, Ci-C6-hydrox- yalkyl, C2-C6-dihydroxyalkyl, or 5- or 6-membered heteroaryl;

wherein hydroxy groups of R ² are unsubstituted or substituted by R ^b ;

cyclic groups of R ² are unsubstituted or substituted by R ^c ;

acyclic aliphatic groups of R ² are unsubstituted or substituted by R ^d .

more preferred R ² is C2-C6-alkenyl, C3-C6-cycloalkyl-Ci-C6-alkylidenyl, or 5- or 6-membered heteroaryl;

also more preferred R ² is Ci-C6-hydroxyalkyl, C2-C6-dihydroxyalkyl, C3-C6-cycloalkyl-Ci-C6-al- kylidenyl, or 5- or 6-membered heteroaryl;

wherein hydroxy groups of R ² are unsubstituted or substituted by R ^b ;

cyclic groups of R ² are unsubstituted or substituted by R ^c ;

acyclic aliphatic groups of R ² are unsubstituted or substituted by R ^d .

most preferred R ² is C2-C6-alkenyl;

also most preferred R ² is C3-C6-cycloalkyl-Ci-C6-alkylidenyl;

also most preferred R ² is 5- or 6-membered heteroaryl;

also most preferred R ² is Ci-C6-hydroxyalkyl

also most preferred R ² is C2-C6-dihydroxyalkyl;

wherein hydroxy groups of R ² are unsubstituted or substituted by R ^b ;

cyclic groups of R ² are unsubstituted or substituted by R ^c ;

acyclic aliphatic groups of R ² are unsubstituted or substituted by R ^d .

also more preferred R ² is CH=CH-CH ₃ , CH=C(CH ₂ ) ₃ , or CH=C(CH ₂ ) ₄ ;

also more preferred R ² is 2-furyl, 3-furyl, 2-methyl-3-furyl, 4-methyl-2-furyl or 4-methyloxazol-5- yi;

also most preferred R ² is CH=CH-CH ₃ , CH=C(CH ₂ )3, 2-furyl, 3-furyl or 4-methyloxazol-5-yl; also most preferred R ² is CHOH-CHOH-C ₆ H ₅ , CHOH-CHOH-2-furyl, CHOH-CHOH-CH ₃ or 4- methyloxazol-5-yl. also most preferred R ² is selected from R ² -1 to R ² -16 as shown below,

wherein # denotes attachment to the pyrimidine ring, X and Y denotes R ^c which independently of each other are identical or different;

preferred R ² is R ² -1 , R ² -2, R ² -3, R ² -4, R ² -5, R ² -6, R ² -7, or R ² -8;

also preferred R ² is R ² -9, R ² -10, R ² -1 1 , R ² -13, R ² -14, or R ² -15;

more preferred R ² is R ² -9, R ² -10, or R ² -15;

most preferred R ² is R ² -9;

preferred X is H, halogen, CN, Ci-C6-alkyl, Ci-C6-haloalkyl, OH, Ci-C6-alkoxy, Ci-C6-haloal- koxy, or Ci-C6-alkylthio;

particularrly preferred X is H, halogen, CN, Ci-C6-alkyl, OH, Ci-C6-alkoxy, or Ci-C6-alkylthio; also particularrly preferred X is H, halogen, CN, Ci-C6-alkyl, Ci-C6-haloalkyl, Ci-C6-alkoxy, or Ci-C6-haloalkoxy;

especially preferred X is H, halogen, CN, Ci-C4-alkyl, OH, Ci-C4-alkoxy, or Ci-C4-alkylthio; more preferred X is H, CH ₃ , C2H5, n-propyl, iso-propyl, iso-butyl, n-butyl, OH, OCH ₃ , SCH ₃ , F, CI, Br, or I;

most preferred X is H, CH ₃ , C2H5, OH, or OCH ₃ ;

also most preferred X is H, CH3, C2H5, or SCH3;

also most preferred X is H, CH3, C2H5, F, CI, Br, or I.

Preferred Y is H, halogen, CN, Ci-C ₆ -alkyl, Ci-Ce-haloalkyI, OH, Ci-Ce-alkoxy, Ci-C ₆ -haloal- koxy, or Ci-C6-alkylthio;

particularrly preferred Y is H, halogen, CN, Ci-C6-alkyl, OH, Ci-C6-alkoxy, or Ci-C6-alkylthio; also particularrly preferred Y is H, halogen, CN, Ci-C6-alkyl, Ci-C6-haloalkyl, Ci-C6-alkoxy, or Ci-C6-haloalkoxy;

especially preferred Y is H, halogen, CN, Ci-C4-alkyl, Ci-C2-fluoroalkyl, OH, Ci-C4-alkoxy, or Ci-C ₄ -alkylthio;

more preferred Y is H, CH3, C2H5, n- propyl, iso-propyl, iso-butyl, n-butyl, 2-butyl, t-butyl, OH, OCH3, SCH ₃ , F, CI, Br, or I; most preferred Y is H, CH ₃ , C2H5, n- propyl, iso-propyl, iso-butyl, n-butyl, 2-butyl, OH, or OCH ₃ ; also most preferred Y is H, CH3, C2H5, n-propyl, iso-propyl, OH, OCH3, or SCH3;

also most preferred Y is H, CH3, C2H5, n-propyl, iso-propyl, F, CI, Br, or I .

Particularly preferred R ² is 4-methyl-5-oxazolyl, 4-ethyl-5-oxazolyl, 2,4-dimethyl-5-oxazolyl, 2- ethyl-4-methyl-5-oxazolyl, 2-methyl-4-ethyl-5-oxazolyl, or 2,4-diethyl-5-oxazolyl.

Examples of particularly preferred R ² are provided in Table R ² -9, Table R ² -10, and Table R ² - 15.

Table R ² -9: examples of particularly preferred R ² are R ² -9.1 to R ² -9.676 wherein R ² is R ² -9 and combinitions of variables X and Y are as defined in each row of table R2, numbering of each compound e.g. R ² -9.1 means R ² is R ² -9 wherein X and Y are as defined in row 1 of table R2;

Table R ² -10: examples of particularly preferred R ² are R ² -10.1 to R ² -10.676 wherein R ² is R ² - 10 and combinitions of variables X and Y are as defined in each row of table R2, numbering of each compound e.g. R ² -10.1 means R ² is R ² -10 wherein X and Y are as defined in row 1 of ta- ble R2;

Table R ² -15: examples of particularly preferred R ² are R ² -15.1 to R ² -15.676 wherein R ² is R ² - 15 and combinitions of variables X and Y are as defined in each row of table R2, numbering of each compound e.g. R ² -15.1 means R ² is R ² -15 wherein X and Y are as defined in row 1 of table R2.

Table R2:

Preferred R ³ is halogen, CN , NO2, Ci-C6-alkyl, Ci-C6-haloalkyl, Ci-C6-alkoxy or C3-C6-cycloal- kyl;

also preferred R ³ is halogen, CN , Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy,

particularly preferred halogen, CN , Ci-C6-alkyl or Ci-C6-alkoxy;

especially preferred R ³ is halogen or CH3;

also especially preferred R ³ is halogen;

more preferred R ³ is CI, Br or I ;

most preferred R ³ is Br or I .

also most preferred R ³ is Br or CI.

Also preferred is the pyridine compounds of formula (I) , and their use as herbicide, wherein

R ⁴ ' R ⁵ , R ⁶ and R ⁷ independently of one another are H, halogen, CN , NO2, Ci-C6-alkyl, C1-C6- haloalkyl, Ci-C6-alkylcarbonyl, C2-C6-alkenyl, Ci-C6-alkoxy, Ci-C6-haloalkoxy, Ci-C6-alkoxy-Ci- C6-alkoxy, hydroxycarbonyl, Ci-C6-alkoxycarbonyl, Ci-C6-alkylthio, Ci-C6-haloalkylthio, N H2,

(Ci-C6-alkyl)amino, di(Ci-C6-alkyl)amino, (Ci-C6-alkyl)sulfinyl, (CrC6-alkyl)sulfonyl, C3-C6-cyclo- alkyl, (C3-C6-cycloalkyl)oxy, or phenyl;

wherein the cyclic groups are unsubstituted or substituted by R ^a .

Preferred R ⁴ is H, halogen, CN , Ci-Ce-alkyl, d-Ce-haloalkyl or Ci-Ce-alkoxy;

particularly preferred R ⁴ is H, halogen or Ci-C6-alkyl,

especially preferred R ⁴ is H or halogen;

more preferred R ⁴ is H or F;

most preferred R ⁴ is H;

also most preferred R ⁴ is F.

Preferred R ⁵ is H, halogen, CN , Ci-C ₆ -alkyl, Ci-C ₆ -haloalkyl or Ci-Ce-alkoxy;

particularly preferred R ⁵ is H, halogen, Ci-C6-alkyl Ci-C6-haloalkyl or Ci-C6-alkoxy;

especially preferred R ⁵ is H, halogen, Ci-C6-alkyl or Ci-C6-haloalkoyl;

more preferred R ⁵ is H, F, CI, CH3 or CF3;

also more preferred R ⁵ is H or halogen;

most preferred R ⁵ is H or F;

also most preferred R ⁵ is H;

also most preferred R ⁵ is F;

also most preferred R ⁵ is CF3.

Preferred R ⁶ is H, halogen, Ci-C6-alkyl or Ci-C6-haloalkyl;

particularly preferred R ⁶ is H, halogen or Ci-C6-haloalkyl;

especially preferred R ⁶ is H, halogen or CF3;

more preferred R ⁶ is H or halogen;

also more preferred R ⁶ is CF3;

most preferred R ⁶ is H or F;

also most preferred R ⁶ is H;

also most preferred R ⁶ is F;

also most preferred R ⁶ is CF3.

Preferred R ⁷ is H, halogen, CN , Ci-C6-alkyl or Ci-C6-alkoxy;

particularly preferred R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy; especially preferred R ⁷ is H, halogen or Ci-C6-haloalkyl;

more preferred R ⁷ is H, F, CI or CF3

most preferred R ⁷ is H, F or CI;

also most preferred R ⁷ is CF3;

also most preferred R ⁷ is H.

Also preferred is the pyridine compounds of formula (I), and their use as herbicide, wherein R ¹ is preferably Ci-C6-alkyl, Ci-C6-alkoxy, or C3-C6-cycloalkyl, wherein the cycloalkyi substitu- ent is unsubstituted;

R ² is preferably C2-C6-alkenyl, C ₃ -C6-cycloalkyl-Ci-C6-alkylidenyl, 5- or 6-membered het- eroaryl, Ci-C6-hydroxyalkyl, or C2-C6-dihydroxyalkyl;

particularly preferred R ² is C2-C6-alkenyl, 5- or 6-membered heteroaryl, or Ci-C6-hydroxyalkyl; also particularly preferred R ² is C2-C6-alkenyl, 5- or 6-membered heteroaryl, or Ci-C6-hydroxy- alkyl;

also particularly preferred R ² is C3-C6-cycloalkyl-Ci-C6-alkylidenyl, C2-C6-dihydroxyalkyl or 5- or 6-membered heteroaryl;

more preferred R ² is CH=CH-CH ₃ , CH=C(CH ₂ ) ₃ , or CH=C(CH ₂ ) ₄ ;

also more preferred R ² is 2-furyl, 3-furyl, 2-methyl-3-furyl, or 4-methyl-2-furyl;

most preferred R ² is CH=CH-CH ₃ , CH=C(CH ₂ ) ₃ , 2-furyl, 3-furyl, CHOH-CHOH-C ₆ H ₅ , CHOH- CHOH-2-furyl, or 4-methyloxazol-5-yl.

wherein acyclic aliphatic groups of R ² are unsubstituted or substituted by R ^d .

R ³ is preferably halogen, CN, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

particularly preferred halogen or CH3;

R ⁴ is preferably H;

R ⁵ is preferably H, Ci-C6-haloalkyl or halogen;

R ⁶ is preferably H, Ci-C6-haloalkyl or halogen;

R ⁷ is H, halogen, Ci-C6-alkyl, Ci-C6-alkoxy.

Also preferred is the pyridine compounds of formula (I), and their use as herbicide, wherein

R ² is Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkenyl- Ci-C6-alkyl, Ci-C6-hy- droxyalkyl, C3-C6-hydroxyalkenyl, C3-C6-hydroxycycloalkyl-Ci-C6-alkyl, C3-C6-hydroxycycloal- kenyl-Ci-C6-alkyl, 5- or 6-membered heteroaryl, or 3- to 6-membered heterocyclyl;

wherein hydroxy groups of R ² are unsubstituted or substituted by R ^b ;

cyclic groups of R ² are unsubstituted or substituted by R ^c ;

acyclic aliphatic groups of R ² are unsubstituted or substituted by R ^d ;

R ^b is d-Ce-alkyl ,

R ^c is Ci-Ce-alkyl;

R ^d is phenyl, or 5- or 6-membered heteroaryl;

wherein the substituent R ^d is unsubstituted or substituted by R ^e ;

R ⁴ is H;

R ⁵ is H;

R ⁶ is H;

R ⁷ is H. Also preferred is the pyridine compounds of formula (1.1 ) (corresponds to pyridine compounds of formula (I) wherein R ⁴ is H), and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R2 is CH=CH-CH ₃ , CH=C(CH ₂ ) ₃ , 2-furyl, 3-furyl, CHOH-CHOH-C ₆ H ₅ , CHOH-CHOH-2-furyl or 4-methyloxazol-5-yl;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy.

Also preferred is the pyridine compounds of formula (I.A) (corresponds to pyridine compounds of formula (I) wherein R ² is CH=CH-CH3, R ⁴ is H), and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, CF3 or halogen;

R ⁶ is H, CF3 or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy.

Also preferred is the pyridine compounds of formula (I.B) (corresponds to pyridine compounds of formula (I) wherei R ⁴ is H), and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy.

Also preferred is the pyridine compounds of formula (I.C) (corresponds to pyridine compounds of formula (I) wherein R ² is CH=C(CH2)4, R ⁴ is H), and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy;

Also preferred is the pyridine compounds of formula (I.D) (corresponds to pyridine compounds of formula (I) wherei and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy;

Also preferred is the pyridine compounds of formula (I.E) (corresponds to pyridine compounds of formula (I) wherei and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, d-Ce-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy;

Also preferred is the pyridine compounds of formula (I.F) (corresponds to pyridine compounds of formula (I) where is H), and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy; R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy;

Also preferred is the pyridine compounds of formula (I.G) (corresponds to pyridine compounds of formula (I) wherei is H), and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy;

Also preferred is the pyridine compounds of formula (I.H) (corresponds to pyridine compounds of formula (I) where R ⁴ is H), and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy;

Also preferred is the pyridine compounds of formula (I.I) (corresponds to pyridine compounds of formula (I) wherei , R ⁴ is H), and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy;

Also preferred is the pyridine compounds of formula (I.J) (corresponds to pyridine compounds of formula (I) wherein R ² is 4-methyloxazol-5-yl, R ⁴ is H), and their use as herbicide,

wherein R ¹ is C3-C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy;

Also preferred are the pyrimidine compounds of formula (I.K) (corresponds to pyrimid pounds of formula (I) wherein R ² is R ² -9), and their use as herbicide,

wherein the dotted line ( ) is a single bond or a double bond;

X and Y independently are selected from H, CH ₃ , C2H5, n-propyl, iso-propyl, iso-butyl, n-butyl, 2-butyl, t-butyl, OH, OCH ₃ , SCH ₃ , S(0)CH ₃ , S(0) ₂ CH ₃ , CN, F, CI, Br, I, CH ₂ CF ₃ , CF ₂ CF ₃ , CF ₂ CH ₃ , CF ₃ , CF ₂ H, OCF ₂ H, and OCF ₃ ;

R ¹ is C ₃ -C6-cycloalkyl, Ci-C6-alkyl or Ci-C6-alkoxy;

R ³ is halogen, Ci-C6-alkyl, Ci-C6-haloalkyl or Ci-C6-alkoxy;

R ⁵ is H, Ci-C6-haloalkyl or halogen;

R ⁶ is H, Ci-C6-haloalkyl or halogen; and

R ⁷ is H, halogen, Ci-C6-alkyl or Ci-C6-alkoxy.

Also preferred are the pyrimidine compounds of formula (I.K.A) (corresponds to pyrimidine compounds of formula (I) wherein R ² is R ² -9 and R ⁴ is H), and their use as herbicide

wherein

X and Y independently are selected from H, CH ₃ , C ₂ H5, n-propyl, iso-propyl, iso-butyl, n-butyl, 2-butyl, t-butyl, OH, OCH ₃ , SCH ₃ , S(0)CH ₃ , S(0) ₂ CH ₃ , CN, F, CI, Br, I, CH ₂ CF ₃ , CF ₂ CF ₃ , CF ₂ CH ₃ , CF ₃ , CF ₂ H, OCF ₂ H, and OCF ₃ ;

R ¹ is c-C ₃ H ₅ ;

R ³ is CI, Br, I, CH ₃ , CF ₃ , or CF ₂ H;

R ⁵ is H or F;

R ⁶ is H, F, CF ₃ , CI, or Br;

R ⁷ is H or F. Also preferred is the pyridine compounds of formula (1.1 ) (corresponds to pyridine compounds of formula (I) wherein R ⁴ is H), and their use as herbicide,

wherein R ¹ is C ₂ H ₅ , c-C ₃ H ₅ , c-C ₄ H ₇ , or OCH ₃ ;

R ² is CH=CH-CH ₃ , CH=C(CH ₂ ) ₃ , 2-furyl, 3-furyl, CHOH-CHOH-C ₆ H ₅ , CHOH-CHOH-2-furyl or 4-methyloxazol-5-yl, R ² -9.1 to R ² -9.676 from Table R ² -9, R ² -10.1 to R ² -10.676 from Table R ² - 10, and R ² -15.1 to R ² -15.676 from Table R ² -15;

R ³ is CF ₃ , OCH ₃ , CH ₃ , or halogen;

R ⁵ is H or F

R ⁶ is H or F

R ⁷ is H, F, CI, Br, CH ₃ or OCH ₃ ;

Each of the groups mentioned for a substituent in the tables is furthermore per se, independently of the combination in which it is mentioned, a particularly preferred aspect of the substituent in question.

According to particularly preferred embodiment of the compound of formula I, and their use as herbicide, compounds of the invention are the compounds of the formulae I that are compiled in the Tables 1 to 9.

Table 1 . Compounds of formula 1.1 , wherein R ² is CH=CH-CH ₃ (compounds of formula

1.1 ) , and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table 2. Compounds of formula 1.1 , wherein R ² is CH=C(CH2) ₃ (=compounds of formula

1.2) , and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table 3. Compounds of formula 1.1 , wherein R ² is CH=C(CH2)4 (=compounds of formula

1.3) , and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table 4. Compounds of formula 1.1 , wherein R ² is 2-furyl (=compounds of formula 1 .4), and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table 5. Compounds of formula 1.1 , wherein R ² is 3-furyl (=compounds of formula 1.5), and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table 6. Compounds of formula 1.1 , wherein R ² is 3-methyl-2-furyl (=compounds of formula 1 .6), and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table 7. Compounds of formula 1.1 , wherein R ² is 2-methyl-3-furyl (=compounds of formula 1 .7), and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table 8. Compounds of formula 1.1 , wherein R ² is CHOH-CHOH-C6H5 (=compounds of formula 1 .8), and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table 9. Compounds of formula 1.1 , wherein R ² is CHOH-CHOH-2-furyl (=compounds of formula 1 .9), and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table 10. Compounds of formula 1.1 , wherein R ² is 4-methyloxazol-5-yl (=compounds of formula 1.10), and the meaning for the combination of R ¹ , R ³ , R ⁵ , R ⁶ and R ⁷ for each individual compound corresponds in each case to one line of Table A.

Table A:

No. R ¹ R3 R5 R6 R ⁷ No. R ¹ R3 R5 R6 R ⁷

1-1 C-C3H5 F H H H I-40 C-C3H5 CI F H Br

I-2 C-C3H5 F H H F 1-41 C-C3H5 CI F H CH ₃

I-3 C-C3H5 F H H CI I-42 C-C3H5 CI F H OCH3

I-4 C-C3H5 F H H Br I-43 C-C3H5 CI F F H

I-5 C-C3H5 F H H CHs I-44 C-C3H5 CI F F F

I-6 C-C3H5 F H H OCH3 I-45 C-C3H5 CI F F CI

I-7 C-C3H5 F H F H I-46 C-C3H5 CI F F Br

I-8 C-C3H5 F H F F I-47 C-C3H5 CI F F CH ₃

I-9 C-C3H5 F H F CI I-48 C-C3H5 CI F F OCH3

1-10 C-C3H5 F H F Br I-49 C-C3H5 Br H H H

1-1 1 C-C3H5 F H F CHs I-50 C-C3H5 Br H H F

1-12 c-CsHs F H F OCH3 1-51 C-CsHs Br H H CI

1-13 c-CsHs F F H H I-52 C-CsHs Br H H Br

1-14 C-CsHs F F H F I-53 C-CsHs Br H H CH ₃

1-15 C-CsHs F F H CI I-54 C-CsHs Br H H OCH3

1-16 C-CsHs F F H Br I-55 C-CsHs Br H F H

1-17 C-C3H5 F F H CHs I-56 C-C3H5 Br H F F

1-18 C-C3H5 F F H OCHs I-57 C-C3H5 Br H F CI

1-19 C-C3H5 F F F H I-58 C-C3H5 Br H F Br

I-20 C-C3H5 F F F F I-59 C-C3H5 Br H F CH ₃

1-21 C-C3H5 F F F CI I-60 C-C3H5 Br H F OCH3

I-22 C-C3H5 F F F Br 1-61 C-C3H5 Br F H H

I-23 C-C3H5 F F F CHs I-62 C-C3H5 Br F H F

I-24 C-C3H5 F F F OCHs I-63 C-C3H5 Br F H CI

I-25 C-C3H5 CI H H H I-64 C-C3H5 Br F H Br

I-26 C-C3H5 CI H H F I-65 C-C3H5 Br F H CH ₃

I-27 C-C3H5 CI H H CI I-66 C-C3H5 Br F H OCH3

I-28 C-C3H5 CI H H Br I-67 C-C3H5 Br F F H

I-29 C-C3H5 CI H H CHs I-68 C-C3H5 Br F F F

I-30 C-C3H5 CI H H OCHs I-69 C-C3H5 Br F F CI

1-31 C-C3H5 CI H F H I-70 C-C3H5 Br F F Br

I-32 C-C3H5 CI H F F 1-71 C-C3H5 Br F F CH ₃

I-33 C-C3H5 CI H F CI I-72 C-C3H5 Br F F OCH3

I-34 C-C3H5 CI H F Br I-73 C-C3H5 I H H H

I-35 C-CsHs CI H F CHs I-74 c-C ₃ H ₅ I H H F

I-36 C-CsHs CI H F OCHs I-75 c-C ₃ H ₅ I H H CI

I-37 C-CsHs CI F H H I-76 c-C ₃ H ₅ I H H Br

I-38 C-CsHs CI F H F I-77 c-C ₃ H ₅ I H H CH ₃

I-39 C-CsHs CI F H CI I-78 c-C ₃ H ₅ I H H OCH3 No. R ¹ R ³ R ⁵ R ⁶ R ⁷ No. R R ³ R ⁵ R ⁶ R ⁷

1-79 c-CsHs I H F H 1-121 C-CsHs OCHs H H H

1-80 c-CsHs I H F F 1-122 C-CsHs OCH3 H H F

1-81 C-C3H5 I H F CI 1-123 C-C3H5 OCHs H H CI

I-82 C-C3H5 I H F Br 1-124 C-C3H5 OCHs H H Br

I-83 C-C3H5 I H F CHs 1-125 C-C3H5 OCHs H H CHs

I-84 C-C3H5 I H F OCHs 1-126 C-C3H5 OCHs H H OCHs

I-85 C-C3H5 I F H H 1-127 C-C3H5 OCHs H F H

I-86 C-C3H5 I F H F 1-128 C-C3H5 OCHs H F F

I-87 C-C3H5 I F H CI 1-129 C-C3H5 OCHs H F CI

I-88 C-C3H5 I F H Br 1-130 C-C3H5 OCHs H F Br

I-89 C-C3H5 I F H CHs 1-131 C-C3H5 OCHs H F CHs

I-90 C-C3H5 I F H OCHs 1-132 C-C3H5 OCHs H F OCHs

1-91 C-C3H5 I F F H 1-133 C-C3H5 OCHs F H H

I-92 C-C3H5 I F F F 1-134 C-C3H5 OCHs F H F

I-93 C-C3H5 I F F CI 1-135 C-C3H5 OCHs F H CI

I-94 C-C3H5 I F F Br 1-136 C-C3H5 OCHs F H Br

I-95 C-C3H5 I F F CHs 1-137 C-C3H5 OCHs F H CHs

I-96 C-C3H5 I F F OCHs 1-138 C-C3H5 OCHs F H OCHs

I-97 C-C3H5 CHs H H H 1-139 C-C3H5 OCHs F F H

I-98 C-CsHs CHs H H F 1-140 C-CsHs OCH3 F F F

I-99 C-CsHs CHs H H CI 1-141 C-CsHs OCHs F F CI-100 C-CsHs CHs H H Br 1-142 C-CsHs OCH3 F F Br-101 C-CsHs CHs H H CHs 1-143 C-CsHs OCHs F F CHs-102 C-CsHs CHs H H OCHs 1-144 C-CsHs OCH3 F F OCHs-103 C-CsHs CHs H F H 1-145 C-CsHs CFs H H H-104 C-C3H5 CHs H F F 1-146 C-C3H5 CFs H H F-105 C-C3H5 CHs H F CI 1-147 C-C3H5 CFs H H CI-106 C-C3H5 CHs H F Br 1-148 C-C3H5 CFs H H Br-107 C-C3H5 CHs H F CHs 1-149 C-C3H5 CFs H H CHs-108 C-C3H5 CHs H F OCHs 1-150 C-C3H5 CFs H H OCHs-109 C-C3H5 CHs F H H 1-151 C-C3H5 CFs H F H-1 10 C-C3H5 CHs F H F 1-152 C-C3H5 CFs H F F-1 1 1 C-C3H5 CHs F H CI 1-153 C-C3H5 CFs H F CI-1 12 C-C3H5 CHs F H Br 1-154 C-C3H5 CFs H F Br-1 13 C-C3H5 CHs F H CHs 1-155 C-C3H5 CFs H F CHs-1 14 C-C3H5 CHs F H OCHs 1-156 C-C3H5 CFs H F OCHs-1 15 C-C3H5 CHs F F H 1-157 C-C3H5 CFs F H H-1 16 C-C3H5 CHs F F F 1-158 C-C3H5 CFs F H F-1 17 C-C3H5 CHs F F CI 1-159 C-C3H5 CFs F H CI-1 18 C-C3H5 CHs F F Br 1-160 C-C3H5 CFs F H Br-1 19 C-C3H5 CHs F F CHs 1-161 C-C3H5 CFs F H CHs-120 C-C3H5 CHs F F OCHs 1-162 C-C3H5 CFs F H OCHs No. R ¹ R ³ R ⁵ R ⁶ R ⁷ No. R R ³ R ⁵ R ⁶ R ⁷

1-163 c-CsHs CF ₃ F F H I-205 C-C4H7 CI F H H

1-164 c-CsHs CF ₃ F F F I-206 C-C4H7 CI F H F

1-165 C-C3H5 CF ₃ F F CI I-207 C-C4H7 CI F H CI

1-166 C-C3H5 CF ₃ F F Br I-208 C-C4H7 CI F H Br

1-167 C-C3H5 CF ₃ F F CH ₃ I-209 C-C4H7 CI F H CH ₃

1-168 C-C3H5 CF ₃ F F OCH3 1-210 C-C4H7 CI F H OCH3

1-169 C-C4H7 F H H H 1-21 1 C-C4H7 CI F F H

1-170 C-C4H7 F H H F 1-212 C-C4H7 CI F F F

1-171 C-C4H7 F H H CI 1-213 C-C4H7 CI F F CI

1-172 C-C4H7 F H H Br 1-214 C-C4H7 CI F F Br

1-173 C-C4H7 F H H CH ₃ 1-215 C-C4H7 CI F F CH ₃

1-174 C-C4H7 F H H OCH3 1-216 C-C4H7 CI F F OCH3

1-175 C-C4H7 F H F H 1-217 C-C4H7 Br H H H

1-176 C-C4H7 F H F F 1-218 C-C4H7 Br H H F

1-177 C-C4H7 F H F CI 1-219 C-C4H7 Br H H CI

1-178 C-C4H7 F H F Br I-220 C-C4H7 Br H H Br

1-179 C-C4H7 F H F CH ₃ 1-221 C-C4H7 Br H H CH ₃

1-180 C-C4H7 F H F OCH3 I-222 C-C4H7 Br H H OCH3

1-181 C-C4H7 F F H H I-223 C-C4H7 Br H F H

1-182 C-C4H7 F F H F I-224 C-C4H7 Br H F F

1-183 C-C4H7 F F H CI I-225 C-C4H7 Br H F CI

1-184 C-C4H7 F F H Br I-226 C-C4H7 Br H F Br

1-185 C-C4H7 F F H CH ₃ I-227 C-C4H7 Br H F CH ₃

1-186 C-C4H7 F F H OCH3 I-228 C-C4H7 Br H F OCH3

1-187 C-C4H7 F F F H I-229 C-C4H7 Br F H H

1-188 C-C4H7 F F F F I-230 C-C4H7 Br F H F

1-189 C-C4H7 F F F CI 1-231 C-C4H7 Br F H CI

1-190 C-C4H7 F F F Br I-232 C-C4H7 Br F H Br

1-191 C-C4H7 F F F CH ₃ I-233 C-C4H7 Br F H CH ₃

1-192 C-C4H7 F F F OCH3 I-234 C-C4H7 Br F H OCH3

1-193 C-C4H7 CI H H H I-235 C-C4H7 Br F F H

1-194 C-C4H7 CI H H F I-236 C-C4H7 Br F F F

1-195 C-C4H7 CI H H CI I-237 C-C4H7 Br F F CI

1-196 C-C4H7 CI H H Br I-238 C-C4H7 Br F F Br

1-197 C-C4H7 CI H H CH ₃ I-239 C-C4H7 Br F F CH ₃

1-198 C-C4H7 CI H H OCH3 I-240 C-C4H7 Br F F OCH3

1-199 C-C4H7 CI H F H 1-241 C-C4H7 I H H H

I-200 C-C4H7 CI H F F I-242 C-C4H7 I H H F

1-201 C-C4H7 CI H F CI I-243 C-C4H7 I H H CI

I-202 C-C4H7 CI H F Br I-244 C-C4H7 I H H Br

I-203 C-C4H7 CI H F CH ₃ I-245 C-C4H7 I H H CH ₃

I-204 C-C4H7 CI H F OCH3 I-246 C-C4H7 I H H OCH3 No. R ¹ R ³ R ⁵ R ⁶ R ⁷ No. R R ³ R ⁵ R ⁶ R ⁷

I-247 C-C4H7 I H F H I-289 C-C4H7 OCHs H H H

I-248 C-C4H7 I H F F I-290 C-C4H7 OCHs H H F

I-249 C-C4H7 I H F CI 1-291 C-C4H7 OCHs H H CI

I-250 C-C4H7 I H F Br I-292 C-C4H7 OCHs H H Br

1-251 C-C4H7 I H F CHs I-293 C-C4H7 OCHs H H CHs

I-252 C-C4H7 I H F OCHs I-294 C-C4H7 OCHs H H OCHs

I-253 C-C4H7 I F H H I-295 C-C4H7 OCHs H F H

I-254 C-C4H7 I F H F I-296 C-C4H7 OCHs H F F

I-255 C-C4H7 I F H CI I-297 C-C4H7 OCHs H F CI

I-256 C-C4H7 I F H Br I-298 C-C4H7 OCHs H F Br

I-257 C-C4H7 I F H CHs I-299 C-C4H7 OCHs H F CHs

I-258 C-C4H7 I F H OCHs I-300 C-C4H7 OCHs H F OCHs

I-259 C-C4H7 I F F H 1-301 C-C4H7 OCHs F H H

I-260 C-C4H7 I F F F I-302 C-C4H7 OCHs F H F

1-261 C-C4H7 I F F CI I-303 C-C4H7 OCHs F H CI

I-262 C-C4H7 I F F Br I-304 C-C4H7 OCHs F H Br

I-263 C-C4H7 I F F CHs I-305 C-C4H7 OCHs F H CHs

I-264 C-C4H7 I F F OCHs I-306 C-C4H7 OCHs F H OCHs

I-265 C-C4H7 CHs H H H I-307 C-C4H7 OCHs F F H

I-266 C-C4H7 CHs H H F I-308 C-C4H7 OCHs F F F

I-267 C-C4H7 CHs H H CI I-309 C-C4H7 OCHs F F CI

I-268 C-C4H7 CHs H H Br 1-310 C-C4H7 OCHs F F Br

I-269 C-C4H7 CHs H H CHs 1-31 1 C-C4H7 OCHs F F CHs

I-270 C-C4H7 CHs H H OCHs 1-312 C-C4H7 OCHs F F OCHs

1-271 C-C4H7 CHs H F H 1-313 C-C4H7 CFs H H H

I-272 C-C4H7 CHs H F F 1-314 C-C4H7 CFs H H F

I-273 C-C4H7 CHs H F CI 1-315 C-C4H7 CFs H H CI

I-274 C-C4H7 CHs H F Br 1-316 C-C4H7 CFs H H Br

I-275 C-C4H7 CHs H F CHs 1-317 C-C4H7 CFs H H CHs

I-276 C-C4H7 CHs H F OCHs 1-318 C-C4H7 CFs H H OCHs

I-277 C-C4H7 CHs F H H 1-319 C-C4H7 CFs H F H

I-278 C-C4H7 CHs F H F I-320 C-C4H7 CFs H F F

I-279 C-C4H7 CHs F H CI 1-321 C-C4H7 CFs H F CI

I-280 C-C4H7 CHs F H Br I-322 C-C4H7 CFs H F Br

1-281 C-C4H7 CHs F H CHs I-323 C-C4H7 CFs H F CHs

I-282 C-C4H7 CHs F H OCHs I-324 C-C4H7 CFs H F OCHs

I-283 C-C4H7 CHs F F H I-325 C-C4H7 CFs F H H

I-284 C-C4H7 CHs F F F I-326 C-C4H7 CFs F H F

I-285 C-C4H7 CHs F F CI I-327 C-C4H7 CFs F H CI

I-286 C-C4H7 CHs F F Br I-328 C-C4H7 CFs F H Br

I-287 C-C4H7 CHs F F CHs I-329 C-C4H7 CFs F H CHs

I-288 C-C4H7 CHs F F OCHs I-330 C-C4H7 CFs F H OCHs No. R ¹ R ³ R ⁵ R ⁶ R ⁷ No. R R ³ R ⁵ R ⁶ R ⁷

1-331 C-C4H7 CF ₃ F F H I-373 C2H5 CI F H H

I-332 C-C4H7 CF ₃ F F F I-374 C2H5 CI F H F

I-333 C-C4H7 CF ₃ F F CI I-375 C2H5 CI F H CI

I-334 C-C4H7 CF ₃ F F Br I-376 C2H5 CI F H Br

I-335 C-C4H7 CF ₃ F F CHs I-377 C2H5 CI F H CHs

I-336 C-C4H7 CF ₃ F F OCH3 I-378 C2H5 CI F H OCHs

I-337 C2H5 F H H H I-379 C2H5 CI F F H

I-338 C2H5 F H H F I-380 C2H5 CI F F F

I-339 C2H5 F H H CI 1-381 C2H5 CI F F CI

I-340 C2H5 F H H Br I-382 C2H5 CI F F Br

1-341 C2H5 F H H CHs I-383 C2H5 CI F F CHs

I-342 C2H5 F H H OCHs I-384 C2H5 CI F F OCHs

I-343 C2H5 F H F H I-385 C2H5 Br H H H

I-344 C2H5 F H F F I-386 C2H5 Br H H F

I-345 C2H5 F H F CI I-387 C2H5 Br H H CI

I-346 C2H5 F H F Br I-388 C2H5 Br H H Br

I-347 C2H5 F H F CHs I-389 C2H5 Br H H CHs

I-348 C2H5 F H F OCHs I-390 C2H5 Br H H OCHs

I-349 C2H5 F F H H 1-391 C2H5 Br H F H

I-350 C2H5 F F H F I-392 C2H5 Br H F F

1-351 C2H5 F F H CI I-393 C2H5 Br H F CI

I-352 C2H5 F F H Br I-394 C2H5 Br H F Br

I-353 C2H5 F F H CHs I-395 C2H5 Br H F CHs

I-354 C2H5 F F H OCHs I-396 C2H5 Br H F OCHs

I-355 C2H5 F F F H I-397 C2H5 Br F H H

I-356 C2H5 F F F F I-398 C2H5 Br F H F

I-357 C2H5 F F F CI I-399 C2H5 Br F H CI

I-358 C2H5 F F F Br I-400 C2H5 Br F H Br

I-359 C2H5 F F F CHs 1-401 C2H5 Br F H CHs

I-360 C2H5 F F F OCHs I-402 C2H5 Br F H OCHs

1-361 C2H5 CI H H H I-403 C2H5 Br F F H

I-362 C2H5 CI H H F I-404 C2H5 Br F F F

I-363 C2H5 CI H H CI I-405 C2H5 Br F F CI

I-364 C2H5 CI H H Br I-406 C2H5 Br F F Br

I-365 C2H5 CI H H CHs I-407 C2H5 Br F F CHs

I-366 C2H5 CI H H OCHs I-408 C2H5 Br F F OCHs

I-367 C2H5 CI H F H I-409 C2H5 I H H H

I-368 C2H5 CI H F F 1-410 C2H5 I H H F

I-369 C2H5 CI H F CI 1-41 1 C2H5 I H H CI

I-370 C2H5 CI H F Br 1-412 C2H5 I H H Br

1-371 C2H5 CI H F CHs 1-413 C2H5 I H H CHs

I-372 C2H5 CI H F OCHs 1-414 C2H5 I H H OCHs No. R ¹ R ³ R ⁵ R ⁶ R ⁷ No. R R ³ R ⁵ R ⁶ R ⁷

1-415 C2H5 I H F H I-457 C2H5 OCH3 H H H

1-416 C2H5 I H F F I-458 C2H5 OCH3 H H F

1-417 C2H5 I H F CI I-459 C2H5 OCH3 H H CI

1-418 C2H5 I H F Br I-460 C2H5 OCH3 H H Br

1-419 C2H5 I H F CH ₃ 1-461 C2H5 OCH3 H H CH ₃

I-420 C2H5 I H F OCH3 I-462 C2H5 OCH3 H H OCH3

1-421 C2H5 I F H H I-463 C2H5 OCH3 H F H

I-422 C2H5 I F H F I-464 C2H5 OCH3 H F F

I-423 C2H5 I F H CI I-465 C2H5 OCH3 H F CI

I-424 C2H5 I F H Br I-466 C2H5 OCH3 H F Br

I-425 C2H5 I F H CH ₃ I-467 C2H5 OCH3 H F CH ₃

I-426 C2H5 I F H OCH3 I-468 C2H5 OCH3 H F OCH3

I-427 C2H5 I F F H I-469 C2H5 OCH3 F H H

I-428 C2H5 I F F F I-470 C2H5 OCH3 F H F

I-429 C2H5 I F F CI 1-471 C2H5 OCH3 F H CI

I-430 C2H5 I F F Br I-472 C2H5 OCH3 F H Br

1-431 C2H5 I F F CH ₃ I-473 C2H5 OCH3 F H CH ₃

I-432 C2H5 I F F OCH3 I-474 C2H5 OCH3 F H OCH3

I-433 C2H5 CH ₃ H H H I-475 C2H5 OCH3 F F H

I-434 C2H5 CH ₃ H H F I-476 C2H5 OCH3 F F F

I-435 C2H5 CH3 H H CI I-477 C2H5 OCH3 F F CI

I-436 C2H5 CH ₃ H H Br I-478 C2H5 OCH3 F F Br

I-437 C2H5 CH ₃ H H CH3 I-479 C2H5 OCH3 F F CH ₃

I-438 C2H5 CH ₃ H H OCH3 I-480 C2H5 OCH3 F F OCH3

I-439 C2H5 CH3 H F H 1-481 C2H5 CF ₃ H H H

I-440 C2H5 CH ₃ H F F I-482 C2H5 CF ₃ H H F

1-441 C2H5 CH ₃ H F CI I-483 C2H5 CF ₃ H H CI

I-442 C2H5 CH ₃ H F Br I-484 C2H5 CF ₃ H H Br

I-443 C2H5 CH ₃ H F CH ₃ I-485 C2H5 CF ₃ H H CH ₃

I-444 C2H5 CH ₃ H F OCH3 I-486 C2H5 CF ₃ H H OCH3

I-445 C2H5 CH ₃ F H H I-487 C2H5 CF ₃ H F H

I-446 C2H5 CH ₃ F H F I-488 C2H5 CF ₃ H F F

I-447 C2H5 CH ₃ F H CI I-489 C2H5 CF ₃ H F CI

I-448 C2H5 CH ₃ F H Br I-490 C2H5 CF ₃ H F Br

I-449 C2H5 CH ₃ F H CH ₃ 1-491 C2H5 CF ₃ H F CH ₃

I-450 C2H5 CH ₃ F H OCH3 I-492 C2H5 CF ₃ H F OCH3

1-451 C2H5 CH ₃ F F H I-493 C2H5 CF ₃ F H H

I-452 C2H5 CH ₃ F F F I-494 C2H5 CF ₃ F H F

I-453 C2H5 CH ₃ F F CI I-495 C2H5 CF ₃ F H CI

I-454 C2H5 CH ₃ F F Br I-496 C2H5 CF ₃ F H Br

I-455 C2H5 CH ₃ F F CH ₃ I-497 C2H5 CF ₃ F H CH ₃

I-456 C2H5 CH ₃ F F OCH3 I-498 C2H5 CF ₃ F H OCH3 No. R ¹ R ³ R ⁵ R ⁶ R ⁷ No. R R ³ R ⁵ R ⁶ R ⁷

1-499 C2H5 CF ₃ F F H 1-541 OCH3 CI F H H

1-500 C2H5 CF ₃ F F F I-542 OCH3 CI F H F

1-501 C2H5 CF ₃ F F CI I-543 OCH3 CI F H CI

I-502 C2H5 CF ₃ F F Br I-544 OCH3 CI F H Br

I-503 C2H5 CF ₃ F F CH ₃ I-545 OCH3 CI F H CH ₃

I-504 C2H5 CF ₃ F F OCH3 I-546 OCH3 CI F H OCH3

I-505 OCH3 F H H H I-547 OCH3 CI F F H

I-506 OCH3 F H H F I-548 OCH3 CI F F F

I-507 OCH3 F H H CI I-549 OCH3 CI F F CI

I-508 OCH3 F H H Br I-550 OCH3 CI F F Br

I-509 OCH3 F H H CH ₃ 1-551 OCH3 CI F F CH ₃

1-510 OCH3 F H H OCH3 I-552 OCH3 CI F F OCH3

1-51 1 OCH3 F H F H I-553 OCH3 Br H H H

1-512 OCH3 F H F F I-554 OCH3 Br H H F

1-513 OCH3 F H F CI I-555 OCH3 Br H H CI

1-514 OCH3 F H F Br I-556 OCH3 Br H H Br

1-515 OCH3 F H F CH ₃ I-557 OCH3 Br H H CH ₃

1-516 OCH3 F H F OCH3 I-558 OCH3 Br H H OCH3

1-517 OCH3 F F H H I-559 OCH3 Br H F H

1-518 OCH3 F F H F I-560 OCH3 Br H F F

1-519 OCH3 F F H CI 1-561 OCH3 Br H F CI

I-520 OCH3 F F H Br I-562 OCH3 Br H F Br

1-521 OCH3 F F H CH ₃ I-563 OCH3 Br H F CH ₃

I-522 OCH3 F F H OCH3 I-564 OCH3 Br H F OCH3

I-523 OCH3 F F F H I-565 OCH3 Br F H H

I-524 OCH3 F F F F I-566 OCH3 Br F H F

I-525 OCH3 F F F CI I-567 OCH3 Br F H CI

I-526 OCH3 F F F Br I-568 OCH3 Br F H Br

I-527 OCH3 F F F CH ₃ I-569 OCH3 Br F H CH ₃

I-528 OCH3 F F F OCH3 I-570 OCH3 Br F H OCH3

I-529 OCH3 CI H H H 1-571 OCH3 Br F F H

I-530 OCH3 CI H H F I-572 OCH3 Br F F F

1-531 OCH3 CI H H CI I-573 OCH3 Br F F CI

I-532 OCH3 CI H H Br I-574 OCH3 Br F F Br

I-533 OCH3 CI H H CH ₃ I-575 OCH3 Br F F CH ₃

I-534 OCH3 CI H H OCH3 I-576 OCH3 Br F F OCH3

I-535 OCH3 CI H F H I-577 OCH3 I H H H

I-536 OCH3 CI H F F I-578 OCH3 I H H F

I-537 OCH3 CI H F CI I-579 OCH3 I H H CI

I-538 OCH3 CI H F Br I-580 OCH3 I H H Br

I-539 OCH3 CI H F CH ₃ 1-581 OCH3 I H H CH ₃

I-540 OCH3 CI H F OCH3 I-582 OCH3 I H H OCH3 No. R ¹ R ³ R ⁵ R ⁶ R ⁷ No. R R ³ R ⁵ R ⁶ R ⁷

1-583 OCHs I H F H I-625 OCHs OCHs H H H

1-584 OCHs I H F F I-626 OCHs OCHs H H F

1-585 OCHs I H F CI I-627 OCHs OCHs H H CI

1-586 OCHs I H F Br I-628 OCHs OCHs H H Br

1-587 OCHs I H F CHs I-629 OCHs OCHs H H CHs

1-588 OCHs I H F OCHs I-630 OCHs OCHs H H OCHs

1-589 OCHs I F H H 1-631 OCHs OCHs H F H

1-590 OCHs I F H F I-632 OCHs OCHs H F F

1-591 OCHs I F H CI I-633 OCHs OCHs H F CI

I-592 OCHs I F H Br I-634 OCHs OCHs H F Br

I-593 OCHs I F H CHs I-635 OCHs OCHs H F CHs

I-594 OCHs I F H OCHs I-636 OCHs OCHs H F OCHs

I-595 OCHs I F F H I-637 OCHs OCHs F H H

I-596 OCHs I F F F I-638 OCHs OCHs F H F

I-597 OCHs I F F CI I-639 OCHs OCHs F H CI

I-598 OCHs I F F Br I-640 OCHs OCHs F H Br

I-599 OCHs I F F CHs 1-641 OCHs OCHs F H CHs

I-600 OCHs I F F OCHs I-642 OCHs OCHs F H OCHs

1-601 OCHs CHs H H H I-643 OCHs OCHs F F H

I-602 OCHs CHs H H F I-644 OCHs OCHs F F F

I-603 OCHs CHs H H CI I-645 OCHs OCHs F F CI

I-604 OCHs CHs H H Br I-646 OCHs OCHs F F Br

I-605 OCHs CHs H H CHs I-647 OCHs OCHs F F CHs

I-606 OCHs CHs H H OCHs I-648 OCHs OCHs F F OCHs

I-607 OCHs CHs H F H I-649 OCHs CFs H H H

I-608 OCHs CHs H F F I-650 OCHs CFs H H F

I-609 OCHs CHs H F CI 1-651 OCHs CFs H H CI

1-610 OCHs CHs H F Br I-652 OCHs CFs H H Br

1-61 1 OCHs CHs H F CHs I-653 OCHs CFs H H CHs

1-612 OCHs CHs H F OCHs I-654 OCHs CFs H H OCHs

1-613 OCHs CHs F H H I-655 OCHs CFs H F H

1-614 OCHs CHs F H F I-656 OCHs CFs H F F

1-615 OCHs CHs F H CI I-657 OCHs CFs H F CI

1-616 OCHs CHs F H Br I-658 OCHs CFs H F Br

1-617 OCHs CHs F H CHs I-659 OCHs CFs H F CHs

1-618 OCHs CHs F H OCHs I-660 OCHs CFs H F OCHs

1-619 OCHs CHs F F H 1-661 OCHs CFs F H H

I-620 OCHs CHs F F F I-662 OCHs CFs F H F

1-621 OCHs CHs F F CI I-663 OCHs CFs F H CI

I-622 OCHs CHs F F Br I-664 OCHs CFs F H Br

I-623 OCHs CHs F F CHs I-665 OCHs CFs F H CHs

I-624 OCHs CHs F F OCHs I-666 OCHs CFs F H OCHs

The specific number for each single compound is deductible as follows:

Compound 1.1 .1-3 e.g. comprises the compound of formula 1.1 from Table 1 and line I-3 from Table A; To widen the spectrum of action and to achieve synergistic effects, the pyridine compounds of formula (I) may be mixed with a large number of representatives of other herbicidal or growth- regulating active ingredient groups and then applied concomitantly. Suitable components for mixtures are, e.g., herbicides from the classes of the acetamides, amides,

aryloxyphenoxypropionat.es, benzamides, benzofuran, benzoic acids, benzothiadiazinones, bipyridylium, carbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanediones, dinitroanilines, dinitrophenol, diphenyl ether, glycines, imidazolinones, isoxazoles,

isoxazolidinones, nitriles, N-phenylphthalimides, oxadiazoles, oxazolidinediones,

oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles,

phenylpyrazolines, phenylpyridazines, phosphinic acids, phosphoroamidates,

phosphorodithioates, phthalamates, pyrazoles, pyridazinones, pyridines, pyridinecarboxylic acids, pyridinecarboxamides, pyrimidinediones, pyrimidinyl(thio)benzoates, quinolinecarboxylic acids, semicarbazones, sulfonylaminocarbonyltriazolinones, sulfonylureas, tetrazolinones, thiadiazoles, thiocarbamates, triazines, triazinones, triazoles, triazolinones,

triazolocarboxamides, triazolopyrimidines, triketones, uracils, or ureas.

It may furthermore be beneficial to apply the pyridine compounds of formula (I) alone or in combination with other herbicides, or else in the form of a mixture with other crop protection agents, e.g. together with agents for controlling pests or phytopathogenic fungi or bacteria. Also of interest is the miscibility with mineral salt solutions, which are employed for treating nutritional and trace element deficiencies. Other additives such as non-phytotoxic oils and oil concentrates may also be added.

In one embodiment of the present invention the compositions according to the present invention comprise at least one pyridine compound of formula (I) (compound A) and at least one further active compound selected from herbicides B, preferably herbicides B of class b1 ) to b15), and safeners C (compound C).

In a preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I. A) (corresponds to pyridine compound of formula (I)), as defined herein;

In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.B) (corresponds to pyridine compound of formula (I)), as defined herein;

In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.C) (corresponds to pyridine compound of formula (I)), as defined herein;

In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.D) (corresponds to pyridine compound of formula (I)), as defined herein;

In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.E) (corresponds to pyridine compound of formula (I)), as defined herein; In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.F) (corresponds to pyridine compound of formula (I)), as defined herein;

In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.G) (corresponds to pyridine compound of formula (I)), as defined herein;

In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.H) (corresponds to pyridine compound of formula (I)), as defined herein;

In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.I) (corresponds to pyridine compound of formula (I)), as defined herein;

In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.J) (corresponds to pyridine compound of formula (I)), as defined herein;

In another preferred embodiment of the invention, the composition comprises as active compound A or component A at least one, preferably exactly one, pyridine compound of formula (I.K) (corresponds to pyridine compound of formula (I)), as defined herein;

Preferred compounds of the formula (I) which, as component A, are constituent of the composition according to the invention are the compounds I. A to I.K, as defined above;

In another embodiment of the present invention the compositions according to the present invention comprise at least one pyridine compound of formula (I) and at least one further active compound B (herbicide B).

The further herbicidal compound B (component B) is preferably selected from the herbicides of class b1 ) to b15):

Mixing partners for the composition can be selected from below herbicides B as defined below: B) herbicides of class b1 ) to b15):

b1 ) lipid biosynthesis inhibitors;

b2) acetolactate synthase inhibitors (ALS inhibitors);

b3) photosynthesis inhibitors;

b4) protoporphyrinogen-IX oxidase inhibitors (PPO inhibitors);

b5) bleacher herbicides;

b6) enolpyruvyl shikimate 3-phosphate synthase inhibitors (EPSP inhibitors);

b7) glutamine synthetase inhibitors;

b8) 7,8-dihydropteroate synthase inhibitors (DHP inhibitors);

b9) mitosis inhibitors;

b10) inhibitors of the synthesis of very long chain fatty acids (VLCFA inhibitors);

b1 1 ) cellulose biosynthesis inhibitors;

b12) decoupler herbicides;

b13) auxinic herbicides;

b14) auxin transport inhibitors; and b15) other herbicides selected from the group consisting of bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, dalapon, dazomet, difenzoquat, difenzoquat- metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, indaziflam, maleic hydrazide, mefluidide, metam, methiozolin (CAS 403640-27-7), methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine, triaziflam, tridiphane and 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4- pyridazinol (CAS 499223-49-3) and its salts and esters;

including their agriculturally acceptable salts or derivatives;

In one embodiment of the invention, the compositions contain at least one inhibitor of the lipid biosynthesis (herbicide b1 ). These compounds inhibit lipid biosynthesis. Inhibition of the lipid biosynthesis can be affected either through inhibition of acetylCoA carboxylase (hereinafter- termed ACCase herbicides) or through a different mode of action (hereinafter termed non- ACCase herbicides). The ACCase herbicides belong to the group A of the HRAC classification system whereas the non-ACCase herbicides belong to the group N of the HRAC classification.

In another embodiment of the invention, the compositions contain at least one ALS inhibitor (herbicide b2). The herbicidal activity of these compounds is based on the inhibition of acetolactate synthase and thus on the inhibition of the branched chain amino acid biosynthesis. These inhibitors belong to the group B of the HRAC classification system.

In another embodiment of the invention, the compositions contain at least one inhibitor of photosynthesis (herbicide b3). The herbicidal activity of these compounds is based either on the inhibition of the photosystem II in plants (so-called PSII inhibitors, groups C1 , C2 and C3 of HRAC classification) or on diverting the electron transfer in photosystem I in plants (so-called PSI inhibitors, group D of HRAC classification) and thus on an inhibition of photosynthesis. Amongst these, PSII inhibitors are preferred.

In another embodiment of the invention, the compositions contain at least one inhibitor of protoporphyrinogen-IX-oxidase (herbicide b4). The herbicidal activity of these compounds is based on the inhibition of the protoporphyrinogen-IX-oxidase. These inhibitors belong to the group E of the HRAC classification system.

In another embodiment of the invention, the compositions contain at least one bleacher- herbicide (herbicide b5). The herbicidal activity of these compounds is based on the inhibition of the carotenoid biosynthesis. These include compounds which inhibit carotenoid biosynthesis by inhibition of phytoene desaturase (so-called PDS inhibitors, group F1 of HRAC classification), compounds that inhibit the 4-hydroxyphenylpyruvate-dioxygenase (HPPD inhibitors, group F2 of HRAC classification), compounds that inhibit DOXsynthase (group F4 of HRAC class) and compounds which inhibit carotenoid biosynthesis by an unknown mode of action (bleacher - unknown target, group F3 of HRAC classification).

In another embodiment of the invention, the compositions contain at least one EPSP synthase inhibitor (herbicide b6). The herbicidal activity of these compounds is based on the inhibition of enolpyruvyl shikimate 3-phosphate synthase, and thus on the inhibition of the amino acid biosynthesis in plants. These inhibitors belong to the group G of the HRAC classification system. In another embodiment of the invention, the compositions contain at least one glutamine synthetase inhibitor (herbicide b7). The herbicidal activity of these compounds is based on the inhibition of glutamine synthetase, and thus on the inhibition of the aminoacid biosynthesis in plants. These inhibitors belong to the group H of the HRAC classification system.

In another embodiment of the invention, the compositions contain at least one DHP synthase inhibitor (herbicide b8). The herbicidal activity of these compounds is based on the inhibition of 7,8-dihydropteroate synthase. These inhibitors belong to the group I of the HRAC classification system.

In another embodiment of the invention, the compositions contain at least one mitosis inhibitor (herbicide b9). The herbicidal activity of these compounds is based on the disturbance or inhibition of microtubule formation or organization, and thus on the inhibition of mitosis. These inhibitors belong to the groups K1 and K2 of the HRAC classification system. Among these, compounds of the group K1 , in particular dinitroanilines, are preferred.

In another embodiment of the invention, the compositions contain at least one VLCFA inhibitor (herbicide b10). The herbicidal activity of these compounds is based on the inhibition of the synthesis of very long chain fatty acids and thus on the disturbance or inhibition of cell division in plants. These inhibitors belong to the group K3 of the HRAC classification system.

In another embodiment of the invention, the compositions contain at least one cellulose biosynthesis inhibitor (herbicide b1 1 ). The herbicidal activity of these compounds is based on the inhibition of the biosynthesis of cellulose and thus on the inhibition of the synthesis of cell walls in plants. These inhibitors belong to the group L of the HRAC classification system.

In another embodiment of the invention, the compositions contain at least one decoupler herbicide (herbicide b12). The herbicidal activity of these compounds is based on the disruption of the cell membrane. These inhibitors belong to the group M of the HRAC classification system. In another embodiment of the invention, the compositions contain at least one auxinic herbicide (herbicide b13). These include compounds that mimic auxins, i.e. plant hormones, and affect the growth of the plants. These compounds belong to the group O of the HRAC classification system.

In another embodiment of the invention, the compositions contain at least one auxin transport inhibitor (herbicide b14). The herbicidal activity of these compounds is based on the inhibition of the auxin transport in plants. These compounds belong to the group P of the HRAC

classification system.

As to the given mechanisms of action and classification of the active substances, see e.g. "HRAC, Classification of Herbicides According to Mode of Action",

http://www.plantprotection.org/hrac/MOA.html).

Preference is given to those compositions according to the present invention comprising at least one herbicide B selected from herbicides of class b1 , b2, b3, b4, b5, b6, b9, b10, b13, and b14.

Specific preference is given to those compositions according to the present invention which comprise at least one herbicide B selected from the herbicides of class b1 , b2, b4, b5, b9, b10, b13, and b14.

Particular preference is given to those compositions according to the present invention which comprise at least one herbicide B selected from the herbicides of class b1 , b2, b4, b5, b9, b10, and b13 Examples of herbicides B which can be used in combination with the compound of formula (I) according to the present invention are:

b1 ) from the group of the lipid biosynthesis inhibitors:

ACC-herbicides such as alloxydim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop- tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, tepraloxydim, tralkoxydim,

4-(4'-Chloro-4-cyclopropyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H- pyran-3(6H)-one (CAS 1312337-72-6); 4-(2',4'-Dichloro-4-cyclopropyl[1 ,1 '-biphenyl]-3-yl)-5- hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-45-3); 4-(4'-Chloro-4-ethyl-2'- fluoro[1 ,1 '-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6 H)-one (CAS 1033757-93- 5); 4-(2',4'-Dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-di one (CAS 1312340-84-3); 5-(Acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-3,6- dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312337-48-6); 5-(Acetyloxy)-4-(2 ^' ,4'- dichloro-4-cyclopropyl- [1 ,1 '-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3 -one; 5- (Acetyloxy)-4-(4'-chloro-4-ethyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H- pyran-3-one (CAS 1312340-82-1 ); 5-(Acetyloxy)-4-(2',4'-dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-3,6- dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1033760-55-2); 4-(4'-Chloro-4-cyclopropyl-2'- fluoro[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-p yran-3-yl carbonic acid methyl ester (CAS 1312337-51-1 ); 4-(2 ^' ,4'-Dichloro -4-cyclopropyl- [1 ,1 '-biphenyl]-3-yl)-5,6- dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester; 4-(4'-Chloro-4- ethyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-p yran-3-yl carbonic acid methyl ester (CAS 1312340-83-2); 4-(2',4'-Dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro- 2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1033760-58-5); and non ACC herbicides such as benfuresate, butylate, cycloate, dalapon, dimepiperate, EPTC, esprocarb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thiobencarb, tiocarbazil, triallate and vernolate;

b2) from the group of the ALS inhibitors:

sulfonylureas such as amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron-methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron, metazosulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, prosulfuron, pyrazosulfuron,

pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron,

thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, trifloxysulfuron, triflusulfuron, triflusulfuron-methyl and tritosulfuron,

imidazolinones such as imazamethabenz, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin and imazethapyr, triazolopyrimidine herbicides and sulfonanilides such as cloransulam, cloransulam-methyl, diclosulam, flumetsulam, florasulam, metosulam, penoxsulam, pyrimisulfan and pyroxsulam,

pyrimidinylbenzoates such as bispyribac, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriminobac, pyriminobac-m ethyl, pyrithiobac, pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy-2- pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid-1 -methylethyl ester (CAS 420138-41 -6), 4- [[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]- benzoic acid propyl ester (CAS 420138-40-5), N-(4-bromophenyl)-2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzen emethanamine (CAS 420138-01 -8),

sulfonylaminocarbonyl-triazolinone herbicides such as flucarbazone, flucarbazone-sodium, propoxycarbazone, propoxycarbazone-sodium, thiencarbazone and thiencarbazone-methyl; and triafamone;

among these, a preferred embodiment of the invention relates to those compositions comprising at least one imidazolinone herbicide;

b3) from the group of the photosynthesis inhibitors:

amicarbazone, inhibitors of the photosystem II, e.g. 1 -(6-tert-butylpyrimidin-4-yl)-2-hydroxy-4- methoxy-3-methyl-2H-pyrrol-5-one (CAS 1654744-66-7), 1-(5-tert-butylisoxazol-3-yl)-2-hydroxy- 4-methoxy-3-methyl-2H-pyrrol-5-one (CAS 1637455-12-9), 1 -(5-tert-butylisoxazol-3-yl)-4-chloro- 2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1637453-94-1 ), 1-(5-tert-butyl-1 -methyl-pyrazol-3-yl)- 4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1654057-29-0), 1-(5-tert-butyl-1 -methyl- pyrazol-3-yl)-3-chloro-2-hydroxy-4-methyl-2H-pyrrol-5-one (CAS 1654747-80-4), 4-hydroxy-1 - methoxy-5-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolid in-2-one; (CAS 2023785-78-4), 4- hydroxy-1 ,5-dimethyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2- one (CAS 2023785-79-5), 5- ethoxy-4-hydroxy-1 -methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1701416-69- 4), 4-hydroxy-1 -methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1708087-22-2), 4-hydroxy-1 ,5-dimethyl-3-[1 -methyl-5-(trifluoromethyl)pyrazol-3-yl]imidazolidin-2-one (CAS 2023785-80-8), 1-(5-tert-butylisoxazol-3-yl)-4-ethoxy-5-hydroxy-3-methyl-im idazolidin-2-one (CAS 1844836-64-1 ), triazine herbicides, including of chlorotriazine, triazinones, triazindiones, methylthiotriazines and pyridazinones such as ametryn, atrazine, chloridazone, cyanazine, des- metryn, dimethametryn,hexazinone, metribuzin, prometon, prometryn, propazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn and trietazin, aryl urea such as chlorobromuron, chlorotoluron, chloroxuron, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron and thiadiazuron, phenyl carbamates such as desmedipham, karbutilat,

phenmedipham, phenmedipham-ethyl, nitrile herbicides such as bromofenoxim, bromoxynil and its salts and esters, ioxynil and its salts and esters, uraciles such as bromacil, lenacil and terbacil, and bentazon and bentazon-sodium, pyridate, pyridafol, pentanochlor and propanil and inhibitors of the photosystem I such as diquat, diquat-dibromide, paraquat, paraquat-dichloride and paraquat-dimetilsulfate. Among these, a preferred embodiment of the invention relates to those compositions comprising at least one aryl urea herbicide. Among these, likewise a preferred embodiment of the invention relates to those compositions comprising at least one triazine herbicide. Among these, likewise a preferred embodiment of the invention relates to those compositions comprising at least one nitrile herbicide;

b4) from the group of the protoporphyrinogen-IX oxidase inhibitors: acifluorfen, acifluorfen-sodium, azafenidin, bencarbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone-ethyl, chlomethoxyfen, chlorphthalim, cinidon-ethyl, fluazolate, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluoroglycofen,

fluoroglycofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazol, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimin, tiafenacil, trifludimoxazin, ethyl [3-[2-chloro-4-fluoro-5-(1 - methyl-6-trifluoromethyl-2,4-dioxo-1 ,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2- pyridyloxy]acetate (CAS 353292-31-6; S-3100), N-ethyl-3-(2,6-dichloro-4-trifluoro- methylphenoxy)-5-methyl-1 A -pyrazole-1-carboxamide (CAS 452098-92-9), N-tetrahydrofurfuryl- 3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1 A -pyrazole-1-carboxamide (CAS 915396- 43-9), N-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-met hyl-1 A -pyrazole-1- carboxamide (CAS 452099-05-7), N-tetrahydrofurfuryl-3-(2-chloro-6-fluoro-4-trifluoro- methylphenoxy)-5-methyl-1 A -pyrazole-1-carboxamide (CAS 452100-03-7), 3-[7-fluoro-3-oxo-4- (prop-2-ynyl)-3,4-dihydro-2H-benzo[1 ,4]oxazin-6-yl]-1 ,5-dimethyl-6-thioxo-[1 ,3,5]triazinan-2,4- dione (CAS 451484-50-7), 2-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H- benzo[1 ,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1 ,3-dione (CAS 13001 18-96-0), 1 -methyl-6- trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-d ihydro-2H-benzo[1 ,4]oxazin-6-yl)-1 H- pyrimidine-2,4-dione (CAS 13041 13-05-0), methyl (£)-4-[2-chloro-5-[4-chloro-5- (difluoromethoxy)-l A -methyl-pyrazol-3-yl]-4-fluoro-phenoxy]-3-methoxy-but-2-enoa te (CAS 948893-00-3), and 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1 H-benzimidazol-4-yl]-1 -methyl-6- (trifluoromethyl)-1 H-pyrimidine-2,4-dione (CAS 212754-02-4);

b5) from the group of the bleacher herbicides:

PDS inhibitors: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, and 4-(3-trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyri midine (CAS

180608-33-7), HPPD inhibitors: benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquinotrione, isoxaflutole, mesotrione, oxotrione (CAS 1486617-21 -3), pyrasulfotole, pyrazolynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone , bleacher, unknown target: aclonifen, amitrole flumeturon,2-chloro-3-methylsulfanyl-N-(1 - methyltetrazol-5-yl)-4-(trifluoromethyl)benzamide (CAS 1361 139-71-0), 2-(2,4- dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidone (CAS 81777-95-9) and 2-(2,5- dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (CAS 81778-66-7);

b6) from the group of the EPSP synthase inhibitors: glyphosate, glyphosate- isopropylammonium, glyposate-potassium and glyphosate-trimesium (sulfosate);

b7) from the group of the glutamine synthase inhibitors: bilanaphos (bialaphos), bilanaphos- sodium, glufosinate, glufosinate-P and glufosinate-ammonium;

b8) from the group of the DHP synthase inhibitors: asulam;

b9) from the group of the mitosis inhibitors:

compounds of group K1 : dinitroanilines such as benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pendimethalin, prodiamine and trifluralin, phosphoramidates such as amiprophos, amiprophos-methyl, and butamiphos, benzoic acid herbicides such as chlorthal, chlorthal-dimethyl, pyridines such as dithiopyr and thiazopyr, benzamides such as propyzamide and tebutam; compounds of group K2: carbetamide, chlorpropham, flamprop, flamprop- isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl and propham ; among these, compounds of group K1 , in particular dinitroanilines are preferred; b10) from the group of the VLCFA inhibitors:

chloroacetamides such as acetochlor, alachlor, amidochlor, butachlor, dimethachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, metolachlor-S, pethoxamid, pretilachlor, propachlor, propisochlor and thenylchlor, oxyacetanilides such as flufenacet and mefenacet, acetanilides such as diphenamid, naproanilide, napropamide and napropamide-M, tetrazolinones such fentrazamide, and other herbicides such as anilofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone and isoxazoline compounds of the formulae 11.1 , II.2, 11.3 , II.4, II.5, II.6, II.7, II .8 and II.9

the isoxazoline compounds are known in the art, e.g. from WO 2006/024820, WO

2006/037945, WO 2007/071900 and WO 2007/096576;

among the VLCFA inhibitors, preference is given to chloroacetamides and oxyacetamides; b1 1 ) from the group of the cellulose biosynthesis inhibitors: chlorthiamid, dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam and 1 -cyclohexyl-5-pentafluorphenyloxy-1 ⁴ - [1 ,2,4,6]thiatriazin-3-ylamine (CAS 175899-01 -1 );

b12) from the group of the decoupler herbicides: dinoseb, dinoterb and DNOC and its salts; b13) from the group of the auxinic herbicides:

2,4-D and its salts and esters such as clacyfos, 2,4-DB and its salts and esters,

aminocyclopyrachlor and its salts and esters, aminopyralid and its salts such as aminopyralid- dimethylammonium, aminopyralid-tris(2-hydroxypropyl)ammonium and its esters, benazolin, benazolin-ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, flopyrauxifen, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, halauxifen and its salts and esters (CAS 943832-60-8); MCPA and its salts and esters, MCPA-thioethyl, MCPB and its salts and esters, mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA (2,3,6) and its salts and esters, triclopyr and its salts and esters, florpyrauxifen, florpyrauxifen-benzyl (CAS 1390661 -72- 9) and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1 H-indol-6-yl)picolinic acid (CAS 1629965-65-6); b14) from the group of the auxin transport inhibitors: diflufenzopyr, diflufenzopyr-sodium, naptalam and naptalam-sodium;

b15) from the group of the other herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyrimorate (CAS 499223-49-3 and its salts and esters, dalapon, dazomet, difenzoquat, difenzoquat-metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, maleic hydrazide, mefluidide, metam, methiozolin (CAS 403640-27-7), methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine and tridiphane.

Preferred herbicides B that can be used in combination with the pyrimidine compounds of the formula (I) according to the present invention are:

b1 ) from the group of the lipid biosynthesis inhibitors:

clethodim, clodinafop-propargyl, cycloxydim, cyhalofop-butyl, diclofop-methyl, fenoxaprop-P- ethyl, fluazifop-P-butyl, haloxyfop-P-methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, tepraloxydim, tralkoxydim, 4-(4'-Chloro-4- cyclopropyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6 H)-one (CAS 1312337-72-6); 4-(2',4'-Dichloro-4-cyclopropyl[1 ,1 '-biphenyl]-3-yl)-5-hydroxy-2,2,6,6- tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-45-3); 4-(4'-Chloro-4-ethyl-2'-fluoro[1 ,1 '- biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H) -one (CAS 1033757-93-5); 4-(2',4'- Dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-di one (CAS 1312340-84-3); 5-(Acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-3,6- dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312337-48-6); 5-(Acetyloxy)-4-(2 ^' ,4'- dichloro-4-cyclopropyl- [1 ,1 '-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3 -one; 5- (Acetyloxy)-4-(4'-chloro-4-ethyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H- pyran-3-one (CAS 1312340-82-1 ); 5-(Acetyloxy)-4-(2',4'-dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-3,6- dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1033760-55-2); 4-(4'-Chloro-4-cyclopropyl-2'- fluoro[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-p yran-3-yl carbonic acid methyl ester (CAS 1312337-51-1 ); 4-(2 ^' ,4'-Dichloro -4-cyclopropyl- [1 ,1 '-biphenyl]-3-yl)-5,6- dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester; 4-(4'-Chloro-4- ethyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-p yran-3-yl carbonic acid methyl ester (CAS 1312340-83-2); 4-(2',4'-Dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro- 2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1033760-58-5);

benfuresate, dimepiperate, EPTC, esprocarb, ethofumesate, molinate, orbencarb, prosulfocarb, thiobencarb and triallate;

b2) from the group of the ALS inhibitors:

amidosulfuron, azimsulfuron, bensulfuron-methyl, bispyribac-sodium, chlorimuron-ethyl, chlorsulfuron, cloransulam-methyl, cyclosulfamuron, diclosulam, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, florasulam, flucarbazone-sodium, flucetosulfuron, flumetsulam, flupyrsulfuron-methyl-sodium, foramsulfuron, halosulfuron-methyl, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, imazosulfuron, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron,

metazosulfuron, metosulam, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, penoxsulam, primisulfuron-methyl, propoxycarbazon-sodium, propyrisulfuron, prosulfuron, pyrazosulfuron-ethyl, pyribenzoxim, pyrimisulfan, pyriftalid, pyriminobac-methyl, pyrithiobac- sodium, pyroxsulam, rimsulfuron, sulfometuron-methyl, sulfosulfuron, thiencarbazone-methyl, thifensulfuron-methyl, triasulfuron, tribenuron-methyl, trifloxysulfuron, triflusulfuron-methyl, tritosulfuron and triafamone;

b3) from the group of the photosynthesis inhibitors:

ametryn, amicarbazone, atrazine, bentazone, bentazone-sodium, bromoxynil and its salts and esters, chloridazone, chlorotoluron, cyanazine, desmedipham, diquat-dibromide, diuron, fluometuron, hexazinone, ioxynil and its salts and esters, isoproturon, lenacil, linuron, metamitron, methabenzthiazuron, metribuzin, paraquat, paraquat-dichloride, phenmedipham, propanil, pyridate, simazine, terbutryn, terbuthylazine, thidiazuron, 1-(6-tert-butylpyrimidin-4-yl)-

2- hydroxy-4-methoxy-3-methyl-2H-pyrrol-5-one (CAS 1654744-66-7), 1 -(5-tert-butylisoxazol-3- yl)-2-hydroxy-4-methoxy-3-methyl-2H-pyrrol-5-one (CAS 1637455-12-9), 1 -(5-tert-butylisoxazol-

3- yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1637453-94-1 ), 1 -(5-tert-butyl-1- methyl-pyrazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5 -one (CAS 1654057-29-0), 1-(5- tert-butyl-1 -methyl-pyrazol-3-yl)-3-chloro-2-hydroxy-4-methyl-2H-pyrrol- 5-one (CAS 1654747- 80-4), 4-hydroxy-1 -methoxy-5-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazoli din-2-one; (CAS 2023785-78-4), 4-hydroxy-1 ,5-dimethyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2- one (CAS 2023785-79-5), 5-ethoxy-4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl ]imidazolidin-2-one (CAS 1701416-69-4), 4-hydroxy-1 -methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1708087-22-2), 4-hydroxy-1 ,5-dimethyl-3-[1-methyl-5-(trifluoromethyl)pyrazol-3- yl]imidazolidin-2-one (CAS 2023785-80-8) and 1 -(5-tert-butylisoxazol-3-yl)-4-ethoxy-5-hydroxy- 3-methyl-imidazolidin-2-one (CAS 1844836-64-1 );

b4) from the group of the protoporphyrinogen-IX oxidase inhibitors:

acifluorfen-sodium, bencarbazone, benzfendizone, butafenacil, carfentrazone-ethyl, cinidon- ethyl, flufenpyr-ethyl, flumiclorac-pentyl, flumioxazin, fluoroglycofen-ethyl, fomesafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, tiafenacil, trifludimoxazin, ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl- 2,4-dioxo-1 ,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetat e (CAS 353292-31 -6; S- 3100), N-ethyl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1 A/-pyrazole-1 -carboxamide (CAS 452098-92-9), N-tetrahydrofurfuryl-3-(2,6-dichloro-4-trifluoromethylphenox y)-5-methyl-1 H- pyrazole-1-carboxamide (CAS 915396-43-9), N-ethyl-3-(2-chloro-6-fluoro-4-trifluoro- methylphenoxy)-5-methyl-1 A -pyrazole-1-carboxamide (CAS 452099-05-7), N-tetrahydrofurfuryl- 3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl-1 A/-pyrazole-1-carboxamide (CAS 452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[1 ,4]oxazin-6-yl]-1 ,5- dimethyl-6-thioxo-[1 ,3,5]triazinan-2,4-dione (CAS 451484-50-7), 2-(2,2,7-trifluoro-3-oxo-4-prop- 2-ynyl-3,4-dihydro-2H-benzo[1 ,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1 ,3-dione (CAS 13001 18-96-0); 1-methyl-6-trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2 -ynyl-3,4-dihydro-2H- benzo[1 ,4]oxazin-6-yl)-1 H-pyrimidine-2,4-dione (CAS 13041 13-05-0), and 3-[7-chloro-5-fluoro- 2-(trifluoromethyl)-1 H-benzimidazol-4-yl]-1 -methyl-6-(trifluoromethyl)-1 H-pyrimidine-2,4-dione (CAS 212754-02-4);

b5) from the group of the bleacher herbicides:

aclonifen, amitrole, beflubutamid, benzobicyclon, bicyclopyrone, clomazone, diflufenican, fenquinotrione, flumeturon, flurochloridone, flurtamone, isoxaflutole, mesotrione, oxotrione (CAS 1486617-21-3), norflurazon, picolinafen, pyrasulfotole, pyrazolynate, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone, 4-(3-trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)- pyrimidine (CAS 180608-33-7), 2-chloro-3-methylsulfanyl-N-(1 -methyltetrazol-5-yl)-4- (trifluoromethyl)benzamide (CAS 1361 139-71 -0, 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3- isoxazolidone (CAS 81777-95-9) and 2-(2,5-dichlorophenyl)methyl-4,4-dimethyl-3- isoxazolidinone (CAS 81778-66-7);

b6) from the group of the EPSP synthase inhibitors:

glyphosate, glyphosate-isopropylammonium, glyphosate-potassium and glyphosate-trimesium (sulfosate);

b7) from the group of the glutamine synthase inhibitors:

glufosinate, glufosinate-P, glufosinate-ammonium;

b8) from the group of the DHP synthase inhibitors: asulam;

b9) from the group of the mitosis inhibitors:

benfluralin, dithiopyr, ethalfluralin, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M- isopropyl, flamprop-M-methyl, oryzalin, pendimethalin, thiazopyr and trifluralin;

b10) from the group of the VLCFA inhibitors: acetochlor, alachlor, amidochlor, anilofos, buta- chlor, cafenstrole, dimethenamid, dimethenamid-P, fentrazamide, flufenacet, mefenacet, metazachlor, metolachlor, S-metolachlor, naproanilide, napropamide, napropamide-M, pretilachlor, fenoxasulfone, ipfencarbazone, pyroxasulfone thenylchlor and isoxazoline- compounds of the formulae 11.1 , II.2, II.3, II.4, II.5, II.6, I I.7, II.8 and II.9 as mentioned above; b1 1 ) from the group of the cellulose biosynthesis inhibitors: dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam and 1-cyclohexyl-5-pentafluorphenyloxy-1 ⁴ -[1 ,2,4,6]thiatriazin-3-ylamine (CAS 175899-01 -1 );

b13) from the group of the auxinic herbicides:

2,4-D and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts such as aminopyralid-dimethylammonium, aminopyralid-tris(2-hydroxypropyl)ammoni- um and its esters, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop-P and its salts and esters, flopyrauxifen, fluroxypyr-meptyl, halauxifen and its salts and esters (CAS 943832-60-8), MCPA and its salts and esters, MCPB and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, triclopyr and its salts and esters, florpyrauxifen, florpyrauxifen-benzyl (CAS 1390661 -72-9) and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1 H-indol-6-yl)picolinic acid (CAS 1629965-65-6);

b14) from the group of the auxin transport inhibitors: diflufenzopyr and diflufenzopyr-sodium; b15) from the group of the other herbicides: bromobutide, cinmethylin, cumyluron,

cyclopyrimorate (CAS 499223-49-3) and its salts and esters, dalapon, difenzoquat, difenzoquat- metilsulfate, DSMA, dymron (= daimuron), indanofan, metam, methylbromide, MSMA, oxaziclomefone, pyributicarb and tridiphane.

Particularly preferred herbicides B that can be used in combination with the pyrimidine compounds of the formula (I) according to the present invention are:

b1 ) from the group of the lipid biosynthesis inhibitors: clodinafop-propargyl, cycloxydim, cyha- lofop-butyl, fenoxaprop-P-ethyl, pinoxaden, profoxydim, tepraloxydim, tralkoxydim, 4-(4'-Chloro- 4-cyclopropyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6 H)-one (CAS 1312337-72-6); 4-(2',4'-Dichloro-4-cyclopropyl[1 ,1 '-biphenyl]-3-yl)-5-hydroxy-2,2,6,6- tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-45-3); 4-(4'-Chloro-4-ethyl-2'-fluoro[1 ,1 '- biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H) -one (CAS 1033757-93-5); 4-(2',4'- Dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-di one (CAS 1312340-84-3); 5-(Acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-3,6- dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312337-48-6); 5-(Acetyloxy)-4-(2 ^' ,4'- dichloro-4-cyclopropyl- [1 ,1 '-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3 -one; 5- (Acetyloxy)-4-(4'-chloro-4-ethyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H- pyran-3-one (CAS 1312340-82-1 ); 5-(Acetyloxy)-4-(2',4'-dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-3,6- dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1033760-55-2); 4-(4'-Chloro-4-cyclopropyl-2'- fluoro[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-p yran-3-yl carbonic acid methyl ester (CAS 1312337-51-1 ); 4-(2 ^' ,4'-Dichloro -4-cyclopropyl- [1 ,1 '-biphenyl]-3-yl)-5,6- dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester; 4-(4'-Chloro-4- ethyl-2'-fluoro[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-p yran-3-yl carbonic acid methyl ester (CAS 1312340-83-2); 4-(2',4'-Dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro- 2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1033760-58-5);

esprocarb, prosulfocarb, thiobencarb and triallate;

b2) from the group of the ALS inhibitors: bensulfuron-methyl, bispyribac-sodium,

cyclosulfamuron, diclosulam, flumetsulam, flupyrsulfuron-methyl-sodium, foramsulfuron, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, imazosulfuron, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron,

metazosulfuron, nicosulfuron, penoxsulam, propoxycarbazon-sodium, propyrisulfuron, pyrazosulfuron-ethyl, pyroxsulam, rimsulfuron, sulfosulfuron, thiencarbazon-methyl, tritosulfuron and triafamone;

b3) from the group of the photosynthesis inhibitors: ametryn, atrazine, diuron, fluometuron, hexazinone, isoproturon, linuron, metribuzin, paraquat, paraquat-dichloride, propanil, terbutryn, terbuthylazine, 1 -(5-tert-butylisoxazol-3-yl)-2-hydroxy-4-methoxy-3-methyl-2H -pyrrol-5-one

(CAS 1637455-12-9), 1-(5-tert-butylisoxazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H -pyrrol-5-one (CAS 1637453-94-1 ), 1-(5-tert-butylisoxazol-3-yl)-4-ethoxy-5-hydroxy-3-methyl-im idazolidin-2- one (CAS 1844836-64-1 );

b4) from the group of the protoporphyrinogen-IX oxidase inhibitors: flumioxazin, oxyfluorfen, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, trifludimoxazin, ethyl [3-[2-chloro-4-flu- oro-5-(1 -methyl-6-trifluoromethyl-2,4-dioxo-1 ,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyl- oxy]acetate (CAS 353292-31 -6; S-3100, 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-ben- zo[1 ,4]oxazin-6-yl]-1 ,5-dimethyl-6-thioxo-[1 ,3,5]triazinan-2,4-dione (CAS 451484-50-7), 2-(2,2,7- trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1 ,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole- 1 ,3-dione (CAS 13001 18-96-0), and 1-methyl-6-trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2 - ynyl-3,4-dihydro-2H-benzo[1 ,4]oxazin-6-yl)-1 H-pyrimidine-2,4-dione (CAS 13041 13-05-0);

b5) from the group of the bleacher herbicides: amitrole, bicyclopyrone, clomazone,

diflufenican, fenquinotrione, flumeturon, flurochloridone, isoxaflutole, mesotrione, oxotrione (CAS 1486617-21 -3), picolinafen, sulcotrione, tefuryltrione, tembotrione, tolpyralate,

topramezone, 2-chloro-3-methylsulfanyl-N-(1-methyltetrazol-5-yl)-4-(trifl uoromethyl)benzamide (CAS 1361 139-71-0), 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidone (CAS 81777- 95-9); and 2-(2,5-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (CAS 81778-66-7); b6) from the group of the EPSP synthase inhibitors: glyphosate, glyphosate- isopropylammonium and glyphosate-trimesium (sulfosate); b7) from the group of the glutamine synthase inhibitors: glufosinate, glufosinate-P and glufosinate-ammonium;

b9) from the group of the mitosis inhibitors: pendimethalin and trifluralin;

b10) from the group of the VLCFA inhibitors: acetochlor, cafenstrole, dimethenamid-P, fentrazamide, flufenacet, mefenacet, metazachlor, metolachlor, S-metolachlor, fenoxasulfone, ipfencarbazone and pyroxasulfone; likewise, preference is given to isoxazoline compounds of the formulae 11.1 , II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9 as mentioned above;

b1 1 ) from the group of the cellulose biosynthesis inhibitors: indaziflam, isoxaben and triaziflam;

b13) from the group of the auxinic herbicides: 2,4-D and its salts and esters such as clacyfos, and aminocyclopyrachlor and its salts and esters, aminopyralid and its salts and its esters, clopyralid and its salts and esters, dicamba and its salts and esters, flopyrauxifen, fluroxypyr- meptyl, halauxifen, halauxifen-methyl, quinclorac, quinmerac, florpyrauxifen, florpyrauxifen- benzyl (CAS 1390661-72-9) and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1 H-indol-6-yl)picolinic acid (CAS 1629965-65-6);

b14) from the group of the auxin transport inhibitors: diflufenzopyr and diflufenzopyr-sodium, b15) from the group of the other herbicides: cinmethylin, dymon (= daimuron), indanofan, oxaziclomefone.

Particularly preferred herbicides B are the herbicides B as defined above; in particular, the herbicides B.1 - B.202 listed below in table B:

Table B

B Herbicide B B Herbicide B

B.1 clethodim B.21 cloransulam-methyl

B.2 clodinafop-propargyl B.22 chlorsulfuron

B.3 cycloxydim B.23 clorimuron

B.4 cyhalofop-butyl B.24 cyclosulfamuron

B.5 fenoxaprop-ethyl B.25 diclosulam

B.6 fenoxaprop-P-ethyl B.26 florasulam

B.7 metamifop B.27 flumetsulam

B.8 pinoxaden B.28 flupyrsulfuron-methyl-sodium

B.9 profoxydim B.29 foramsulfuron

B.10 sethoxydim B.30 imazamox

B.1 1 tepraloxydim B.31 imazamox-ammonium

B.12 tralkoxydim B.32 imazapic

B.13 esprocarb B.33 imazapic-ammonium

B.14 ethofumesate B.34 imazapic-isopropylammonium

B.15 molinate B.35 imazapyr

B.16 prosulfocarb B.36 imazapyr-ammonium

B.17 thiobencarb B.37 imazapyr-isopropylammonium

B.18 triallate B.38 imazaquin

B.19 bensulfuron-methyl B.39 imazaquin-ammonium

B.20 bispyribac-sodium B.40 imazethapyr B Herbicide B B Herbicide B

B.41 imazethapyr-ammonium B.83 terbutryn

B.42 imazethapyr-isopropylammonium B.84 paraquat-dichloride

B.43 imazosulfuron B.85 acifluorfen

B.44 iodosulfuron-methyl-sodium B.86 butafenacil

B.45 iofensulfuron B.87 carfentrazone-ethyl

B.46 iofensulfuron-sodium B.88 flumioxazin

B.47 mesosulfuron-methyl B.89 fomesafen

B.48 metazosulfuron B.90 oxadiargyl

B.49 metsulfuron-methyl B.91 oxyfluorfen

B.50 metosulam B.92 pyraflufen

B.51 nicosulfuron B.93 pyraflufen-ethyl

B.52 penoxsulam B.94 saflufenacil

B.53 propoxycarbazon-sodium B.95 sulfentrazone

B.54 pyrazosulfuron-ethyl B.96 trifludimoxazin

B.55 pyribenzoxim B.97 ethyl [3-[2-chloro-4-fluoro-5-(1 -

B.56 pyriftalid methyl-6-trifluoromethyl-2,4-di-

B.57 pyroxsulam oxo-1 ,2,3,4-tetrahydropyrimidin-

B.58 propyrisulfuron 3-yl)phenoxy]-2-pyridyl-

B.59 rimsulfuron oxy]acetate (CAS 353292-31 -6)

B.60 sulfosulfuron B.98 benzobicyclon

B.61 thiencarbazone-methyl B.99 bicyclopyrone

B.62 thifensulfuron-methyl B.100 clomazone

B.63 tribenuron-methyl B.101 diflufenican

B.64 tritosulfuron B.102 flurochloridone

B.65 triafamone B.103 isoxaflutole

B.66 ametryne B.104 mesotrione

B.67 atrazine B.105 norflu razon e

B.68 bentazon B.106 picolinafen

B.69 bromoxynil B.107 sulcotrione

B.70 bromoxynil-octanoate B.108 tefuryltrione

B.71 bromoxynil-heptanoate B.109 tembotrione

B.72 bromoxynil-potassium B.1 10 tolpyralate

B.73 diuron B.1 1 1 topramezone

B.74 fluometuron B.1 12 topramezone-sodium

B.75 hexazinone B.1 13 amitrole

B.76 isoproturon B.1 14 fluometuron

B.77 linuron B.1 15 fenquinotrione

B.78 metamitron B.1 16 glyphosate

B.79 metribuzin B.1 17 glyphosate-ammonium

B.80 propanil B.1 18 glyphosate-dimethylammonium

B.81 simazin B.1 19 glyphosate-isopropylammonium

B.82 terbuthylazine B.120 glyphosate-trimesium (sulfosate) B Herbicide B B Herbicide B

B.121 glyphosate-potassium B.161 dicamba-isopropylammonium

B.122 glufosinate B.162 dicamba-potassium

B.123 glufosinate-ammonium B.163 dicamba-sodium

B.124 glufosinate-P B.164 dicamba-trolamine

B.125 glufosinate-P-ammonium B.165 dicamba-N,N-bis-(3-

B.126 pendimethalin aminopropyl)methylamine

B.127 trifluralin B.166 dicamba-diethylenetriamine

B.128 acetochlor B.167 fluroxypyr

B.129 butachlor B.168 fluroxypyr-meptyl

B.130 cafenstrole B.169 halauxifen

B.131 dimethenamid-P B.170 halauxifen-methyl

B.132 fentrazamide B.171 MCPA

B.133 flufenacet B.172 MCPA-2-ethylhexyl

B.134 mefenacet B.173 MCPA-dimethylammonium

B.135 metazachlor B.174 quinclorac

B.136 metolachlor B.175 quinclorac-dimethylammonium

B.137 S-metolachlor B.176 quinmerac

B.138 pretilachlor B.177 quinmerac-dimethylammonium

B.139 fenoxasulfone B.178 florpyrauxifen

B.140 indaziflam B.179 florpyrauxifen-benzyl (CAS

B.141 isoxaben 1390661 -72-9)

B.142 triaziflam B.180 aminocyclopyrachlor

B.143 ipfencarbazone B.181 aminocyclopyrachlor-potassium

B.144 pyroxasulfone B.182 aminocyclopyrachlor-methyl

B.145 2,4-D B.183 diflufenzopyr

B.146 2,4-D-isobutyl B.184 diflufenzopyr-sodium

B.147 2,4-D-dimethylammonium B.185 dymron

B.148 2,4-D-N,N,N- B.186 indanofan

trimethylethanolammonium B.187 oxaziclomefone

B.149 aminopyralid B.188 11.1

B.150 aminopyralid-methyl B.189 W .2

B.151 aminopyralid-dimethylammonium B.190 11.3

B.152 aminopyralid-tris(2- B.191 I I .4

hydroxypropyl)ammonium B.192 I I .5

B.153 clopyralid B.193 I I .6

B.154 clopyralid-methyl B.194 I I .7

B.155 clopyralid-olamine B.195 I I .8

B.156 dicamba B.196 i i .g

B.157 dicamba-butotyl B.197 4-amino-3-chloro-5-fluoro-6-(7-

B.158 dicamba-diglycolamine fluoro-1 H-indol-6-yl)picolinic acid

B.159 dicamba-dimethylammonium (CAS 1629965-65-6)

B.160 dicamba-diolamine B.198 flopyrauxifen B Herbicide B B Herbicide B

B.199 oxotrione (CAS 1486617-21-3) B.202 2-(2,4-dichlorophenyl)methyl-4,4-

B.200 cinmethylin dimethyl-3-isoxazolidone (CAS

B.201 2-chloro-3-methylsulfanyl-N-(1- 81777-95-9)

methyltetrazol-5-yl)-4- (trifluoromethyl)benzamide (CAS

1361 139-71 -0)

In another embodiment of the present invention the compositions according to the present invention comprise at least one pyrimidine compound of formula (I) and at least one safener C. Safeners are chemical compounds which prevent or reduce damage on useful plants without having a major impact on the herbicidal action of the herbicidal active components of the present compositions towards unwanted plants. They can be applied either before sowings (e.g. on seed treatments, shoots or seedlings) or in the pre-emergence application or post- emergence application of the useful plant. The safeners and the pyrimidine compounds of formula (I) and/or the herbicides B can be applied simultaneously or in succession.

Suitable safeners are e.g. (quinolin-8-oxy)acetic acids, 1 -phenyl-5-haloalkyl-1 H-1 ,2,4-triazol-3- carboxylic acids, 1-phenyl-4,5-dihydro-5-alkyl-1 H-pyrazol-3,5-dicarboxylic acids, 4,5-dihydro- 5,5-diaryl-3-isoxazol carboxylic acids, dichloroacetamides, alpha-oximinophenylacetonitriles, acetophenonoximes, 4,6-dihalo-2-phenylpyrimidines, N-[[4-(aminocarbonyl)phenyl]sulfonyl]-2- benzoic amides, 1 ,8-naphthalic anhydride, 2-halo-4-(haloalkyl)-5-thiazol carboxylic acids, phosphorthiolates and N-alkyl-O-phenylcarbamates and their agriculturally acceptable salts and their agriculturally acceptable derivatives such amides, esters, and thioesters, provided they have an acid group.

Examples of preferred safeners C are benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1 -oxa-4- azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1 ,3- oxazolidine (R-29148, CAS 52836-31-4), metcamifen and BPCMS (CAS 54091-06-4).

Especially preferred safeners C are benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1 -oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526- 07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31 -4) and metcamifen.

Particularly preferred safeners C are benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim, furilazole, isoxadifen, mefenpyr, naphtalic anhydride, 4-(dichloro- acetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3- (dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31-4) and metcamifen.

Particularly preferred safeners C, which, as component C, are constituent of the composition according to the invention are the safeners C as defined above; in particular the safeners C.1 - C.17 listed below in table C:

Table C:

C.3 cloquintocet-mexyl

C.4 cyprosulfamide

C.5 dichlormid

C.6 fenchlorazole C.14 naphtalic acid anhydride

C.7 fenchlorazole-ethyl C.15 4-(dichloroacetyl)-1-oxa-4-

C.8 fenclorim azaspiro[4.5]decane

C.9 furilazole (MON4660, CAS 71526-07-3)

C.10 isoxadifen C.16 2,2,5-trimethyl-3-(dichloro-

C.1 1 isoxadifen-ethyl acetyl)-1 ,3-oxazolidine (R-

C.12 mefenpyr 29148, CAS 52836-31 -4)

C.13 mefenpyr-diethyl C.17 metcamifen

The active compounds B of groups b1 ) to b15) and the active compounds C are known herbicides and safeners, see, e.g., The Compendium of Pesticide Common Names

(http://www.alanwood.net/pesticides/); Farm Chemicals Handbook 2000 volume 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R. R. Schmidt, Herbizide [Herbicides], Georg Thieme Verlag, Stuttgart 1995; W. H. Ahrens, Herbicide Handbook, 7th edition, Weed Science Society of America, 1994; and K. K. Hatzios, Herbicide Handbook, Supplement for the 7th edition, Weed Science Society of America, 1998. 2,2,5-Trimethyl-3-(dichloroacetyl)-1 ,3- oxazolidine [CAS No. 52836-31 -4] is also referred to as R-29148. 4-(Dichloroacetyl)-1-oxa-4- azaspiro[4.5]decane [CAS No. 71526-07-3] is also referred to as AD-67 and MON 4660.

The assignment of the active compounds to the respective mechanisms of action is based on current knowledge. If several mechanisms of action apply to one active compound, this substance was only assigned to one mechanism of action.

Active compounds B and C having a carboxyl group can be employed in the form of the acid, in the form of an agriculturally suitable salt as mentioned above or else in the form of an agriculturally acceptable derivative in the compositions according to the invention.

In the case of dicamba, suitable salts include those, where the counterion is an agriculturally acceptable cation. E.g., suitable salts of dicamba are dicamba-sodium, dicamba-potassium, dicamba-methylammonium, dicamba-dimethylammonium, dicamba-isopropylammonium, dicamba-diglycolamine, dicamba-olamine, dicamba-diolamine, dicamba-trolamine, dicamba- N,N-bis-(3-aminopropyl)methylamine and dicamba-diethylenetriamine. Examples of a suitable ester are dicamba-methyl and dicamba-butotyl.

Suitable salts of 2,4-D are 2,4-D-ammonium, 2,4-D-dimethylammonium, 2,4-D-diethylammoni- um, 2,4-D-diethanolammonium (2,4-D-diolamine), 2,4-D-triethanolammonium, 2,4-D- isopropylammonium, 2,4-D-triisopropanolammonium, 2,4-D-heptylammonium, 2,4-D- dodecylammonium, 2,4-D-tetradecylammonium, 2,4-D-triethylammonium, 2,4-D-tris(2- hydroxypropyl)ammonium, 2,4-D-tris(isopropyl)ammonium, 2,4-D-trolamine, 2,4-D-lithium, 2,4- D-sodium. Examples of suitable esters of 2,4-D are 2,4-D-butotyl, 2,4-D-2-butoxypropyl, 2,4-D- 3-butoxypropyl, 2,4-D-butyl, 2,4-D-ethyl, 2,4-D-ethylhexyl, 2,4-D-isobutyl, 2,4-D-isooctyl, 2,4-D- isopropyl, 2,4-D-meptyl, 2,4-D-methyl, 2,4-D-octyl, 2,4-D-pentyl, 2,4-D-propyl, 2,4-D-tefuryl and clacyfos.

Suitable salts of 2,4-DB are e.g. 2,4-DB-sodium, 2,4-DB-potassium and 2,4-DB-dimethyl- ammonium. Suitable esters of 2,4-DB are e.g. 2,4-DB-butyl and 2,4-DB-isoctyl.

Suitable salts of dichlorprop are e.g. dichlorprop-sodium, dichlorprop-potassium and dichlorprop-dimethylammonium. Examples of suitable esters of dichlorprop are dichlorprop- butotyl and dichlorprop-isoctyl. Suitable salts and esters of MCPA include MCPA-butotyl, MCPA-butyl, MCPA-dimethyl- ammonium, MCPA-diolamine, MCPA-ethyl, MCPA-thioethyl, MCPA-2-ethylhexyl, MCPA- isobutyl, MCPA-isoctyl, MCPA-isopropyl, MCPA-isopropylammonium, MCPA-methyl, MCPA- olamine, MCPA-potassium, M CPA-sodium and MCPA-trolamine.

A suitable salt of MCPB is MCPB sodium. A suitable ester of MCPB is MCPB-ethyl.

Suitable salts of clopyralid are clopyralid-potassium, clopyralid-olamine and clopyralid-tris-(2- hydroxypropyl)ammonium. Example of suitable esters of clopyralid is clopyralid-methyl.

Examples of a suitable ester of fluroxypyr are fluroxypyr-meptyl and fluroxypyr-2-butoxy-1- methylethyl, wherein fluroxypyr-meptyl is preferred.

Suitable salts of picloram are picloram-dimethylammonium, picloram-potassium, picloram- triisopropanolammonium, picloram-triisopropylammonium and picloram-trolamine. A suitable ester of picloram is picloram-isoctyl.

A suitable salt of triclopyr is triclopyr-triethylammonium. Suitable esters of triclopyr are e.g. triclopyr-ethyl and triclopyr-butotyl.

Suitable salts and esters of chloramben include chloramben-ammonium, chloramben- diolamine, chloramben-methyl, chloramben-methylammonium and chloramben-sodium. Suitable salts and esters of 2,3,6-TBA include 2,3,6-TBA-dimethylammonium, 2,3,6-TBA-lithium, 2,3,6- TBA-potassium and 2,3,6-TBA-sodium.

Suitable salts and esters of aminopyralid include aminopyralid-potassium, aminopyralid- dimethylammonium, and aminopyralid-tris(2-hydroxypropyl)ammonium.

Suitable salts of glyphosate are e.g. glyphosate-ammonium, glyphosate-diammonium, glyphoste-dimethylammonium, glyphosate-isopropylammonium, glyphosate-potassium, glyphosate-sodium, glyphosate-trimesium as well as the ethanolamine and diethanolamine salts, preferably glyphosate-diammonium, glyphosate-isopropylammonium and glyphosate- trimesium (sulfosate).

A suitable salt of glufosinate is e.g. glufosinate-ammonium.

A suitable salt of glufosinate-P is e.g. glufosinate-P-ammonium.

Suitable salts and esters of bromoxynil are e.g. bromoxynil-butyrate, bromoxynil-heptanoate, bromoxynil-octanoate, bromoxynil-potassium and bromoxynil-sodium.

Suitable salts and esters of ioxonil are e.g. ioxonil-octanoate, ioxonil-potassium and ioxonil- sodium.

Suitable salts and esters of mecoprop include mecoprop-butotyl, mecoprop- dimethylammonium, mecoprop-diolamine, mecoprop-ethadyl, mecoprop-2-ethylhexyl, mecoprop-isoctyl, mecoprop-methyl, mecoprop-potassium, mecoprop-sodium and mecoprop- trolamine.

Suitable salts of mecoprop-P are e.g. mecoprop-P-butotyl, mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl, mecoprop-P-isobutyl, mecoprop-P-potassium and mecoprop-P- sodium.

A suitable salt of diflufenzopyr is e.g. diflufenzopyr-sodium.

A suitable salt of naptalam is e.g. naptalam-sodium.

Suitable salts and esters of aminocyclopyrachlor are e.g. aminocyclopyrachlor- dimethylammonium, aminocyclopyrachlor-methyl, aminocyclopyrachlor- triisopropanolammonium, aminocyclopyrachlor-sodium and aminocyclopyrachlor-potassium.

A suitable salt of quinclorac is e.g. quinclorac-dimethylammonium. A suitable salt of quinmerac is e.g. quinmerac-dimethylammonium.

A suitable salt of imazamox is e.g. imazamox-ammonium.

Suitable salts of imazapic are e.g. imazapic-ammonium and imazapic-isopropylammonium. Suitable salts of imazapyr are e.g. imazapyr-ammonium and imazapyr-isopropylammonium. A suitable salt of imazaquin is e.g. imazaquin-ammonium.

Suitable salts of imazethapyr are e.g. imazethapyr-ammonium and imazethapyr- isopropylammonium.

A suitable salt of topramezone is e.g. topramezone-sodium.

According to a preferred embodiment of the invention, the composition comprises as herbicidal active compound B or component B at least one, preferably exactly one herbicide B.

According to another preferred embodiment of the invention, the composition comprises as herbicidal active compounds B or component B at least two, preferably exactly two herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as herbicidal active compounds B or component B at least three, preferably exactly three herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as safening component C or component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component B at least one, preferably exactly one herbicide B, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises at least two, preferably exactly two, herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises at least three, preferably exactly three, herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .1 ), especially preferred the compound (1.1.1-25), (1.1.1-31 ), (1.1 .1-37), (1 .1.1-49), (1.1.1-55), (1 .1 .1-61 ), or (1 .1 .1-73), and as component B at least one, preferably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .1 ), especially preferred the compound (1.1.1-25), (1.1.1-31 ), (1.1 .1-37), (1 .1.1-49), (1.1.1-55), (1 .1.1-61 ), or (1 .1.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .1 ), especially preferred the compound (1.1.1-25), (1.1.1-31 ), (1.1 .1-37), (1 .1.1-49), (1.1.1-55), (1 .1.1-61 ), or (1 .1.1-73), and at least three, preferably exactly three, herbicides B different from each other. According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .1 ), especially preferred the compound (1.1.1-25), (1.1.1-31 ), (1.1 .1-37), (1 .1.1-49), (1.1.1-55), (1 .1 .1-61 ), or (1 .1 .1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .1 ), especially preferred the compound (1.1.1-25), (1.1.1-31 ), (1.1 .1-37), (1 .1.1-49), (1.1.1-55), (1 .1 .1-61 ), or (1 .1 .1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1 .1 ), especially preferred the compound (1.1.1-25), (1 .1.1-31 ), (1.1 .1-37), (1 .1.1-49), (1.1.1-55), (1 .1 .1-61 ), or (1 .1 .1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .1 ), especially preferred the compound (1.1.1-25), (1.1.1-31 ), (1.1 .1-37), (1 .1.1-49), (1.1.1-55), (1 .1 .1-61 ), or (1 .1 .1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .2), especially preferred the compound (1.2.1-25), (1.2.1-31 ), (1.2.1-37), (1 .2.1-49), (1.2.1-55), (1 .2.1-61 ), or (1 .2.1-73), and as component B at least one, preferably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .2), especially preferred the compound (1.2.1-25), (1.2.1-31 ), (1.2.1-37), (1 .2.1-49), (1.2.1-55), (1 .2.1-61 ), or (1 .2.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .2), especially preferred the compound (1.2.1-25), (1.2.1-31 ), (1.2.1-37), (1 .2.1-49), (1.2.1-55), (1 .2.1-61 ), or (1 .2.1-73), and at least three, preferably exactly three, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .2), especially preferred the compound (1.2.1-25), (1.2.1-31 ), (1.2.1-37), (1 .2.1-49), (1.2.1-55), (1 .2.1-61 ), or (1 .2.1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .2), especially preferred the compound (1.2.1-25), (1.2.1-31 ), (1.2.1-37), (1 .2.1-49), (1.2.1-55), (1 .2.1-61 ), or (1 .2.1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1 .2), especially preferred the compound (1.2.1-25), (1 .2.1-31 ), (1.2.1-37), (1 .2.1-49), (1.2.1-55), (1 .2.1-61 ), or (1 .2.1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .2), especially preferred the compound (1.2.1-25), (1.2.1-31 ), (1.2.1-37), (1 .2.1-49), (1.2.1-55), (1 .2.1-61 ), or (1 .2.1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .3), especially preferred the compound (1.3.1-25), (1.3.1-31 ), (1.3.1-37), (1 .3.1-49), (1.3.1-55), (1 .3.1-61 ), or (1 .3.1-73), and as component B at least one, preferably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .3), especially preferred the compound (1.3.1-25), (1.3.1-31 ), (1.3.1-37), (1 .3.1-49),

(1.3.1-55), (1 .3.1-61 ), or (1 .3.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .3), especially preferred the compound (1.3.1-25), (1.3.1-31 ), (1.3.1-37), (1 .3.1-49),

(1.3.1-55), (1 .3.1-61 ), or (1 .3.1-73), and at least three, preferably exactly three, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .3), especially preferred the compound (1.3.1-25), (1.3.1-31 ), (1.3.1-37), (1 .3.1-49),

(1.3.1-55), (1 .3.1-61 ), or (1 .3.1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .3), especially preferred the compound (1.3.1-25), (1.3.1-31 ), (1.3.1-37), (1 .3.1-49), (1.3.1-55), (1 .3.1-61 ), or (1 .3.1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1 .3), especially preferred the compound (1.3.1-25), (1 .3.1-31 ), (1.3.1-37), (1 .3.1-49), (1.3.1-55), (1 .3.1-61 ), or (1 .3.1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .3), especially preferred the compound (1.3.1-25), (1.3.1-31 ), (1.3.1-37), (1 .3.1-49), (1.3.1-55), (1 .3.1-61 ), or (1 .3.1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .4), especially preferred the compound (1.4.1-25), (1.4.1-31 ), (1.4.1-37), (1 .4.1-49), (1.4.1-55), (1 .4.1-61 ), or (1 .4.1-73), and as component B at least one, preferably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .4), especially preferred the compound (1.4.1-25), (1.4.1-31 ), (1.4.1-37), (1 .4.1-49), (1.4.1-55), (1 .4.1-61 ), or (1 .4.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .4), especially preferred the compound (1.4.1-25), (1.4.1-31 ), (1.4.1-37), (1 .4.1-49), (1.4.1-55), (1 .4.1-61 ), or (1 .4.1-73), and at least three, preferably exactly three, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .4), especially preferred the compound (1.4.1-25), (1.4.1-31 ), (1.4.1-37), (1 .4.1-49), (1.4.1-55), (1 .4.1-61 ), or (1 .4.1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .4), especially preferred the compound (1.4.1-25), (1.4.1-31 ), (1.4.1-37), (1 .4.1-49), (1.4.1-55), (1 .4.1-61 ), or (1 .4.1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1 .4), especially preferred the compound (1.4.1-25), (1 .4.1-31 ), (1.4.1-37), (1 .4.1-49), (1.4.1-55), (1 .4.1-61 ), or (1 .4.1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .4), especially preferred the compound (1.4.1-25), (1.4.1-31 ), (1.4.1-37), (1 .4.1-49), (1.4.1-55), (1 .4.1-61 ), or (1 .4.1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .5), especially preferred the compound (1.5.1-25), (1.5.1-31 ), (1.5.1-37), (1 .5.1-49), (1.5.1-55), (1 .5.1-61 ), or (1 .5.1-73), and as component B at least one, preferably exactly one, herbicide B. According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .5), especially preferred the compound (1.5.1-25), (1.5.1-31 ), (1.5.1-37), (1 .5.1-49), (1.5.1-55), (1 .5.1-61 ), or (1 .5.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .5), especially preferred the compound (1.5.1-25), (1.5.1-31 ), (1.5.1-37), (1 .5.1-49), (1.5.1-55), (1 .5.1-61 ), or (1 .5.1-73), and at least three, preferably exactly three, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .5), especially preferred the compound (1.5.1-25), (1.5.1-31 ), (1.5.1-37), (1 .5.1-49), (1.5.1-55), (1 .5.1-61 ), or (1 .5.1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .5), especially preferred the compound (1.5.1-25), (1.5.1-31 ), (1.5.1-37), (1 .5.1-49), (1.5.1-55), (1 .5.1-61 ), or (1 .5.1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1 .5), especially preferred the compound (1.5.1-25), (1 .5.1-31 ), (1.5.1-37), (1 .5.1-49), (1.5.1-55), (1 .5.1-61 ), or (1 .5.1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .5), especially preferred the compound (1.5.1-25), (1.5.1-31 ), (1.5.1-37), (1 .5.1-49), (1.5.1-55), (1 .5.1-61 ), or (1 .5.1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .6), especially preferred the compound (1.6.1-25), (1.6.1-31 ), (1.6.1-37), (1 .6.1-49), (1.6.1-55), (1 .6.1-61 ), or (1 .6.1-73), and as component B at least one, preferably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .6), especially preferred the compound (1.6.1-25), (1.6.1-31 ), (1.6.1-37), (1 .6.1-49), (1.6.1-55), (1 .6.1-61 ), or (1 .6.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .6), especially preferred the compound (1.6.1-25), (1.6.1-31 ), (1.6.1-37), (1 .6.1-49), (1.6.1-55), (1 .6.1-61 ), or (1 .6.1-73), and at least three, preferably exactly three, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .6), especially preferred the compound (1.6.1-25), (1.6.1-31 ), (1.6.1-37), (1 .6.1-49), (1.6.1-55), (1 .6.1-61 ), or (1 .6.1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .6), especially preferred the compound (1.6.1-25), (1.6.1-31 ), (1.6.1-37), (1 .6.1-49), (1.6.1-55), (1 .6.1-61 ), or (1 .6.1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1 .6), especially preferred the compound (1.6.1-25), (1 .6.1-31 ), (1.6.1-37), (1 .6.1-49), (1.6.1-55), (1 .6.1-61 ), or (1 .6.1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .6), especially preferred the compound (1.6.1-25), (1.6.1-31 ), (1.6.1-37), (1 .6.1-49), (1.6.1-55), (1 .6.1-61 ), or (1 .6.1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .7), especially preferred the compound (1.7.1-25), (1.7.1-31 ), (1.7.1-37), (1 .7.1-49), (1.7.1-55), (1 .7.1-61 ), or (1 .7.1-73), and as component B at least one, preferably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .7), especially preferred the compound (1.7.1-25), (1.7.1-31 ), (1.7.1-37), (1 .7.1-49),

(1.7.1-55), (1 .7.1-61 ), or (1 .7.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .7), especially preferred the compound (1.7.1-25), (1.7.1-31 ), (1.7.1-37), (1 .7.1-49),

(1.7.1-55), (1 .7.1-61 ), or (1 .7.1-73), and at least three, preferably exactly three, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .7), especially preferred the compound (1.7.1-25), (1.7.1-31 ), (1.7.1-37), (1 .7.1-49),

(1.7.1-55), (1 .7.1-61 ), or (1 .7.1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .7), especially preferred the compound (1.7.1-25), (1.7.1-31 ), (1.7.1-37), (1 .7.1-49), (1.7.1-55), (1 .7.1-61 ), or (1 .7.1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1 .7), especially preferred the compound (1.7.1-25), (1 .7.1-31 ), (1.7.1-37), (1 .7.1-49), (1.7.1-55), (1 .7.1-61 ), or (1 .7.1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .7), especially preferred the compound (1.7.1-25), (1.7.1-31 ), (1.7.1-37), (1 .7.1-49), (1.7.1-55), (1 .7.1-61 ), or (1 .7.1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .8), especially preferred the compound (1.8.1-25), (1.8.1-31 ), (1.8.1-37), (1 .8.1-49), (1.8.1-55), (1 .8.1-61 ), or (1 .8.1-73), and as component B at least one, preferably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .3), especially preferred the compound (1.8.1-25), (1.8.1-31 ), (1.8.1-37), (1 .8.1-49), (1.8.1-55), (1 .8.1-61 ), or (1 .8.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .8), especially preferred the compound (1.8.1-25), (1.8.1-31 ), (1.8.1-37), (1 .8.1-49), (1.8.1-55), (1 .8.1-61 ), or (1 .8.1-73), and at least three, preferably exactly three, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .8), especially preferred the compound (1.8.1-25), (1.8.1-31 ), (1.8.1-37), (1 .8.1-49), (1.8.1-55), (1 .8.1-61 ), or (1 .8.1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .8), especially preferred the compound (1.8.1-25), (1.8.1-31 ), (1.8.1-37), (1 .8.1-49), (1.8.1-55), (1 .8.1-61 ), or (1 .8.1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1 .8), especially preferred the compound (1.8.1-25), (1 .8.1-31 ), (1.8.1-37), (1 .8.1-49), (1.8.1-55), (1 .8.1-61 ), or (1 .8.1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C. According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .8), especially preferred the compound (1.8.1-25), (1.8.1-31 ), (1.8.1-37), (1 .8.1-49), (1.8.1-55), (1 .8.1-61 ), or (1 .8.1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .9), especially preferred the compound (1.9.1-25), (1.9.1-31 ), (1.9.1-37), (1 .9.1-49), (1.9.1-55), (1 .9.1-61 ), or (1 .9.1-73), and as component B at least one, preferably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .9), especially preferred the compound (1.9.1-25), (1.9.1-31 ), (1.9.1-37), (1 .9.1-49), (1.9.1-55), (1 .9.1-61 ), or (1 .9.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .9), especially preferred the compound (1.9.1-25), (1.9.1-31 ), (1.9.1-37), (1 .9.1-49), (1.9.1-55), (1 .9.1-61 ), or (1 .9.1-73), and at least three, preferably exactly three, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .9), especially preferred the compound (1.9.1-25), (1.9.1-31 ), (1.9.1-37), (1 .9.1-49), (1.9.1-55), (1 .9.1-61 ), or (1 .9.1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .9), especially preferred the compound (1.9.1-25), (1.9.1-31 ), (1.9.1-37), (1 .9.1-49), (1.9.1-55), (1 .9.1-61 ), or (1 .9.1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1 .9), especially preferred the compound (1.9.1-25), (1 .9.1-31 ), (1.9.1-37), (1 .9.1-49), (1.9.1-55), (1 .9.1-61 ), or (1 .9.1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .9), especially preferred the compound (1.9.1-25), (1.9.1-31 ), (1.9.1-37), (1 .9.1-49), (1.9.1-55), (1 .9.1-61 ), or (1 .9.1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1 .10), especially preferred the compound (1 .10.1-25), (1.10.1-31 ), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), or (1.10.1-73), and as component B at least one, preferably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1.10), especially preferred the compound (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), or (1.10.1-73), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1.10), especially preferred the compound (1.10.1-25), (1.10.1-31), (1.10.1-37),

(1.10.1-49), (1.10.1-55), (1.10.1-61), or (1.10.1-73), and at least three, preferably exactly three, herbicides B different from each other.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1.10), especially preferred the compound (1.10.1-25), (1.10.1-31), (1.10.1-37),

(1.10.1-49), (1.10.1-55), (1.10.1-61), or (1.10.1-73), and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1.10), especially preferred the compound (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), or (1.10.1-73), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly pyridine compound of formula (I), preferably of formula (1.10), especially preferred the compound (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1- 49), (1.10.1-55), (1.10.1-61), or (1.10.1-73), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one pyridine compound of formula (I), preferably of formula (1.10), especially preferred the compound (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), or (1.10.1-73), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b1), in particular selected from the group consisting of clethodim, clodinafop-propargyl, cycloxydim, cyhalofop- butyl, fenoxaprop-ethyl, fenoxaprop-P-ethyl, metamifop, pinoxaden, profoxydim, sethoxydim, tepraloxydim, tralkoxydim, esprocarb, ethofumesate, molinate, prosulfocarb, thiobencarb and triallate.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b2), in particular selected from the group consisting of bensulfuron-methyl, bispyribac-sodium, cloransulam- methyl, chlorsulfuron, clorimuron, cyclosulfamuron, diclosulam, florasulam, flumetsulam, flupyrsulfuron-methyl-sodium, foramsulfuron, imazamox, imazamox-ammonium, imazapic, imazapic-ammonium, imazapic-isopropylammonium, imazapyr, imazapyr-ammonium, imazethapyr-isopropylammonium, imazaquin, imazaquin-ammonium, imazethapyr,

imazethapyr-ammonium, imazethapyr-isopropylammonium, imazosulfuron, iodosulfuron-methyl- sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron-methyl, metazosulfuron,

metsulfuron-methyl, metosulam, nicosulfuron, penoxsulam, propoxycarbazon-sodium, pyrazosulfuron-ethyl, pyribenzoxim, pyriftalid, pyroxsulam, propyrisulfuron, rimsulfuron, sulfosulfuron, thiencarbazon-methyl, thifensulfuron-methyl, tribenuron-methyl, tritosulfuron and triafamone.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b3), in particular selected from the group consisting of ametryn, atrazine, bentazon, bromoxynil, bromoxynil- octanoate, bromoxynil-heptanoate, bromoxynil-potassium, diuron, fluometuron, hexazinone, isoproturon, linuron, metamitron, metribuzin, paraquat-dichloride, propanil, simazin, terbutryn and terbuthylazine.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b4), in particular selected from the group consisting of acifluorfen, butafencil, carfenetrazone-ethyl, flumioxazin, fomesafen, oxadiargyl, oxyfluorfen, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, trifludimoxazin , ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-diox o-1 ,2,3,4- tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate (CAS 353292-31-6; S-3100).

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b5), in particular selected from the group consisting of amitrole, benzobicyclon, bicyclopyrone, clomazone, diflufenican, fenquintrone, fluometuron, flurochloridone, isoxaflutole, mesotrione, norflurazone, oxotrione (CAS 1486617-21-3), picolinafen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone, topramezone-sodium and 2-chloro-3-methylsulfanyl-N-(1-methyltetrazol-5-yl)-4- (trifluoromethyl)benzamide (CAS 1361139-71-0) .

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b6), in particular selected from the group consisting of glyphosate, glyphosate-ammonium, glyphosate- dimethylammonium , glyphosate-isopropylammonium and glyphosate-trimesium (sulfosate) and glyphosate-potassium.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b7), in particular selected from the group consisting of glufosinate, glufosinate-ammonium, glufosinate-P and glufosinate-P-ammonium.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b9), in particular selected from the group consisting of pendimethalin and trifluralin.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b10), in particular selected from the group consisting of acetochlor, butachlor, cafenstrole, dimethenamid-P, fentrazamide, flufenacet, mefenacet, metazachlor, metolachlor, S-metolachlor, fenoxasulfone, ipfencarbazone and pyroxasulfone. Likewise, preference is given to compositions comprising in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b10), in particular selected from the group consisting of isoxazoline compounds of the formulae 11.1, II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9, as defined above.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b11), in particular indaziflam, isoxaben and triaziflam.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b13), in particular selected from the group consisting of 2,4-D, 2,4-D-isobutyl, 2,4-D-dimethylammonium, 2,4-D- Ν,Ν,Ν-trimethylethanolammonium, aminocyclopyrachlor, aminocyclopyrachlor-potassium, aminocyclopyrachlor-methyl, aminopyralid, aminopyralid-methyl, aminopyralid- dimethylammonium, aminopyralid-tris(2-hydroxypropyl)ammonium, clopyralid, clopyralid-methyl, clopyralid-olamine, dicamba, dicamba-butotyl, dicamba-diglycolamine, dicamba- dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium, dicamba-potassium, dicamba-sodium, dicamba-trolamine, dicamba-N,N-bis-(3-aminopropyl)methylamine, dicamba- diethylenetriamine, flopyrauxifen, fluroxypyr, fluroxypyr-meptyl, halauxifen, halauxifen-methyl, MCPA, MCPA-2-ethylhexyl, MCPA-dimethylammonium, quinclorac, quinclorac- dimethylammonium, quinmerac, quinmerac-dimethylammonium, florpyrauxifen , florpyrauxifen- benzyl (CAS 1390661-72-9), and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)picolini c acid (CAS 1629965-65-6) .

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b14), in particular selected from the group consisting of diflufenzopyr, diflufenzopyr-sodium, dymron, indanofan and diflufenzopyr-sodium.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one herbicidally active compound from group b15), in particular selected from the group consisting of cinmethylin, dymron (= daimuron), indanofan and oxaziclomefone.

According to another preferred embodiment of the invention, the composition comprises, in addition to a pyridine compounds of formula (I), especially an active compound from the group consisting of (1.1.1-25), (1.1.1-31), (1.1.1-37), (1.1.1-49), (1.1.1-55), (1.1.1-61), (1.1.1-73), (1.2.1-25), (1.2.1-31), (1.2.1-37), (1.2.1-49), (1.2.1-55), (1.2.1-61), (1.2.1-73), (1.3.1-25), (1.3.1-31), (1.3.1-37), (1.3.1-49), (1.3.1-55), (1.3.1-61), (1.3.1-73), (1.4.1-25), (1.4.1-31), (1.4.1-37), (1.4.1-49), (1.4.1-55), (1.4.1-61), (1.4.1-73), (1.5.1-25), (1.5.1-31), (1.5.1-37), (1.5.1-49), (1.5.1-55), (1.5.1-61), (1.5.1-73), (1.6.1-25), (1.6.1-31), (1.6.1-37), (1.6.1-49), (1.6.1-55), (1.6.1-61), (1.6.1-73), (1.7.1-25), (1.7.1-31), (1.7.1-37), (1.7.1-49), (1.7.1-55), (1.7.1-61), (1.7.1-73), (1.8.1-25), (1.8.1-31), (1.8.1-37), (1.8.1-49), (1.8.1-55), (1.8.1-61), (1.8.1-73), (1.9.1-25), (1.9.1-31), (1.9.1-37), (1.9.1-49), (1.9.1-55), (1.9.1-61), (1.9.1-73), (1.10.1-25), (1.10.1-31), (1.10.1-37), (1.10.1-49), (1.10.1-55), (1.10.1-61), (1.10.1-73), at least one and especially exactly one safener C, in particular selected from the group consisting of benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim, furilazole, isoxadifen, mefenpyr, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526- 07-3) and 2,2,5-trimethyl-3-(dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31-4).

Here and below, the term "binary compositions" includes compositions comprising one or more, e.g.1 , 2 or 3, active compounds of the formula (I) and either one or more, e.g.1 , 2 or 3, herbicides B or one or more safeners C.

Correspondingly, the term "ternary compositions" includes compositions comprising one or more, e.g.1 , 2 or 3, active compounds of the formula (I), one or more, e.g.1 , 2 or 3, herbicides B and one or more, e.g.1 , 2 or 3, safeners C.

In binary compositions comprising at least one pyridine compound of formula (I) as component A and at least one herbicide B, the weight ratio of the active compounds A:B is generally in the range of from 1 :1000 to 1000:1 , preferably in the range of from 1 :500 to 500:1 , in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 :75 to 75:1 .

In binary compositions comprising at least one pyridine compound of formula (I) as component A and at least one safener C, the weight ratio of the active compounds A:C is generally in the range of from 1 :1000 to 1000:1 , preferably in the range of from 1 :500 to 500:1 , in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 :75 to 75:1 .

In ternary compositions comprising at least one pyridine compound of formula (I) as

component A, at least one herbicide B and at least one safener C, the relative proportions by weight of the components A:B are generally in the range of from 1 :1000 to 1000:1 , preferably in the range of from 1 :500 to 500:1 , in particular in the range of from 1 :250 to 250:1 and

particularly preferably in the range of from 1 :75 to 75:1 , the weight ratio of the components A:C is generally in the range of from 1 :1000 to 1000:1 , preferably in the range of from 1 :500 to 500:1 , in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 :75 to 75:1 , and the weight ratio of the components B:C is generally in the range of from 1 :1000 to 1000:1 , preferably in the range of from 1 :500 to 500: 1 , in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 :75 to 75:1 . The weight ratio of components A + B to component C is preferably in the range of from 1 :500 to 500:1 , in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 :75 to 75:1 .

The weight ratios of the individual components in the preferred mixtures mentioned below are within the limits given above, in particular within the preferred limits.

Particularly preferred are the compositions mentioned below comprising the pyridine compounds of formula I as defined and the substance(s) as defined in the respective row of table T;

especially preferred comprising as only herbicidal active compounds the pyridine compounds of formula I as defined and the substance(s) as defined in the respective row of table T;

most preferably comprising as only active compounds the pyridine compounds of formula I as defined and the substance(s) as defined in the respective row of table T. Particularly preferred are compositions 1 .1 to 1.3653, comprising the compound (1.1 .1-25) and the substance(s) as defined in the respective row of table T:

Table T (compositions 1.1 to 1.3653):

comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1 B.1 — 1.10 B.10 — 1.19 B.19 —

1.2 B.2 — 1.1 1 B.1 1 — 1.20 B.20 —

1.3 B.3 — 1.12 B.12 — 1.21 B.21 —

1.4 B.4 — 1.13 B.13 — 1.22 B.22 —

1.5 B.5 — 1.14 B.14 — 1.23 B.23 —

1.6 B.6 — 1.15 B.15 — 1.24 B.24 —

1.7 B.7 — 1.16 B.16 — 1.25 B.25 —

1.8 B.8 — 1.17 B.17 — 1.26 B.26 —

1.9 B.9 — 1.18 B.18 — 1.27 B.27 — comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.28 B.28 — 1.69 B.69 — 1.1 10 B.1 10 —

1.29 B.29 — 1.70 B.70 — 1.1 1 1 B.1 1 1 —

1.30 B.30 — 1.71 B.71 — 1.1 12 B.1 12 —

1.31 B.31 — 1.72 B.72 — 1.1 13 B.1 13 —

1.32 B.32 — 1.73 B.73 — 1.1 14 B.1 14 —

1.33 B.33 — 1.74 B.74 — 1.1 15 B.1 15 —

1.34 B.34 — 1.75 B.75 — 1.1 16 B.1 16 —

1.35 B.35 — 1.76 B.76 — 1.1 17 B.1 17 —

1.36 B.36 — 1.77 B.77 — 1.1 18 B.1 18 —

1.37 B.37 — 1.78 B.78 — 1.1 19 B.1 19 —

1.38 B.38 — 1.79 B.79 — 1.120 B.120 —

1.39 B.39 — 1.80 B.80 — 1.121 B.121 —

1.40 B.40 — 1.81 B.81 — 1.122 B.122 —

1.41 B.41 — 1.82 B.82 — 1.123 B.123 —

1.42 B.42 — 1.83 B.83 — 1.124 B.124 —

1.43 B.43 — 1.84 B.84 — 1.125 B.125 —

1.44 B.44 — 1.85 B.85 — 1.126 B.126 —

1.45 B.45 — 1.86 B.86 — 1.127 B.127 —

1.46 B.46 — 1.87 B.87 — 1.128 B.128 —

1.47 B.47 — 1.88 B.88 — 1.129 B.129 —

1.48 B.48 — 1.89 B.89 — 1.130 B.130 —

1.49 B.49 — 1.90 B.90 — 1.131 B.131 —

1.50 B.50 — 1.91 B.91 — 1.132 B.132 —

1.51 B.51 — 1.92 B.92 — 1.133 B.133 —

1.52 B.52 — 1.93 B.93 — 1.134 B.134 —

1.53 B.53 — 1.94 B.94 — 1.135 B.135 —

1.54 B.54 — 1.95 B.95 — 1.136 B.136 —

1.55 B.55 — 1.96 B.96 — 1.137 B.137 —

1.56 B.56 — 1.97 B.97 — 1.138 B.138 —

1.57 B.57 — 1.98 B.98 — 1.139 B.139 —

1.58 B.58 — 1.99 B.99 — 1.140 B.140 —

1.59 B.59 — 1.100 B.100 — 1.141 B.141 —

1.60 B.60 — 1.101 B.101 — 1.142 B.142 —

1.61 B.61 — 1.102 B.102 — 1.143 B.143 —

1.62 B.62 — 1.103 B.103 — 1.144 B.144 —

1.63 B.63 — 1.104 B.104 — 1.145 B.145 —

1.64 B.64 — 1.105 B.105 — 1.146 B.146 —

1.65 B.65 — 1.106 B.106 — 1.147 B.147 —

1.66 B.66 — 1.107 B.107 — 1.148 B.148 —

1.67 B.67 — 1.108 B.108 — 1.149 B.149 —

1.68 B.68 — 1.109 B.109 — 1.150 B.150 — comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.151 B.151 — 1.192 B.192 — 1.233 B.31 C.1

1.152 B.152 — 1.193 B.193 — 1.234 B.32 C.1

1.153 B.153 — 1.194 B.194 — 1.235 B.33 C.1

1.154 B.154 — 1.195 B.195 — 1.236 B.34 C.1

1.155 B.155 — 1.196 B.196 — 1.237 B.35 C.1

1.156 B.156 — 1.197 B.197 — 1.238 B.36 C.1

1.157 B.157 — 1.198 B.198 — 1.239 B.37 C.1

1.158 B.158 — 1.199 B.199 — 1.240 B.38 C.1

1.159 B.159 — 1.200 B.200 — 1.241 B.39 C.1

1.160 B.160 — 1.201 B.201 — 1.242 B.40 C.1

1.161 B.161 — 1.202 B.202 — 1.243 B.41 C.1

1.162 B.162 — 1.203 B.1 C.1 1.244 B.42 C.1

1.163 B.163 — 1.204 B.2 C.1 1.245 B.43 C.1

1.164 B.164 — 1.205 B.3 C.1 1.246 B.44 C.1

1.165 B.165 — 1.206 B.4 C.1 1.247 B.45 C.1

1.166 B.166 — 1.207 B.5 C.1 1.248 B.46 C.1

1.167 B.167 — 1.208 B.6 C.1 1.249 B.47 C.1

1.168 B.168 — 1.209 B.7 C.1 1.250 B.48 C.1

1.169 B.169 — 1.210 B.8 C.1 1.251 B.49 C.1

1.170 B.170 — 1.21 1 B.9 C.1 1.252 B.50 C.1

1.171 B.171 — 1.212 B.10 C.1 1.253 B.51 C.1

1.172 B.172 — 1.213 B.1 1 C.1 1.254 B.52 C.1

1.173 B.173 — 1.214 B.12 C.1 1.255 B.53 C.1

1.174 B.174 — 1.215 B.13 C.1 1.256 B.54 C.1

1.175 B.175 — 1.216 B.14 C.1 1.257 B.55 C.1

1.176 B.176 — 1.217 B.15 C.1 1.258 B.56 C.1

1.177 B.177 — 1.218 B.16 C.1 1.259 B.57 C.1

1.178 B.178 — 1.219 B.17 C.1 1.260 B.58 C.1

1.179 B.179 — 1.220 B.18 C.1 1.261 B.59 C.1

1.180 B.180 — 1.221 B.19 C.1 1.262 B.60 C.1

1.181 B.181 — 1.222 B.20 C.1 1.263 B.61 C.1

1.182 B.182 — 1.223 B.21 C.1 1.264 B.62 C.1

1.183 B.183 — 1.224 B.22 C.1 1.265 B.63 C.1

1.184 B.184 — 1.225 B.23 C.1 1.266 B.64 C.1

1.185 B.185 — 1.226 B.24 C.1 1.267 B.65 C.1

1.186 B.186 — 1.227 B.25 C.1 1.268 B.66 C.1

1.187 B.187 — 1.228 B.26 C.1 1.269 B.67 C.1

1.188 B.188 — 1.229 B.27 C.1 1.270 B.68 C.1

1.189 B.189 — 1.230 B.28 C.1 1.271 B.69 C.1

1.190 B.190 — 1.231 B.29 C.1 1.272 B.70 C.1

1.191 B.191 — 1.232 B.30 C.1 1.273 B.71 C.1 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.274 B.72 C.1 1.315 B.1 13 C.1 1.356 B.154 C.1

1.275 B.73 C.1 1.316 B.1 14 C.1 1.357 B.155 C.1

1.276 B.74 C.1 1.317 B.1 15 C.1 1.358 B.156 C.1

1.277 B.75 C.1 1.318 B.1 16 C.1 1.359 B.157 C.1

1.278 B.76 C.1 1.319 B.1 17 C.1 1.360 B.158 C.1

1.279 B.77 C.1 1.320 B.1 18 C.1 1.361 B.159 C.1

1.280 B.78 C.1 1.321 B.1 19 C.1 1.362 B.160 C.1

1.281 B.79 C.1 1.322 B.120 C.1 1.363 B.161 C.1

1.282 B.80 C.1 1.323 B.121 C.1 1.364 B.162 C.1

1.283 B.81 C.1 1.324 B.122 C.1 1.365 B.163 C.1

1.284 B.82 C.1 1.325 B.123 C.1 1.366 B.164 C.1

1.285 B.83 C.1 1.326 B.124 C.1 1.367 B.165 C.1

1.286 B.84 C.1 1.327 B.125 C.1 1.368 B.166 C.1

1.287 B.85 C.1 1.328 B.126 C.1 1.369 B.167 C.1

1.288 B.86 C.1 1.329 B.127 C.1 1.370 B.168 C.1

1.289 B.87 C.1 1.330 B.128 C.1 1.371 B.169 C.1

1.290 B.88 C.1 1.331 B.129 C.1 1.372 B.170 C.1

1.291 B.89 C.1 1.332 B.130 C.1 1.373 B.171 C.1

1.292 B.90 C.1 1.333 B.131 C.1 1.374 B.172 C.1

1.293 B.91 C.1 1.334 B.132 C.1 1.375 B.173 C.1

1.294 B.92 C.1 1.335 B.133 C.1 1.376 B.174 C.1

1.295 B.93 C.1 1.336 B.134 C.1 1.377 B.175 C.1

1.296 B.94 C.1 1.337 B.135 C.1 1.378 B.176 C.1

1.297 B.95 C.1 1.338 B.136 C.1 1.379 B.177 C.1

1.298 B.96 C.1 1.339 B.137 C.1 1.380 B.178 C.1

1.299 B.97 C.1 1.340 B.138 C.1 1.381 B.179 C.1

1.300 B.98 C.1 1.341 B.139 C.1 1.382 B.180 C.1

1.301 B.99 C.1 1.342 B.140 C.1 1.383 B.181 C.1

1.302 B.100 C.1 1.343 B.141 C.1 1.384 B.182 C.1

1.303 B.101 C.1 1.344 B.142 C.1 1.385 B.183 C.1

1.304 B.102 C.1 1.345 B.143 C.1 1.386 B.184 C.1

1.305 B.103 C.1 1.346 B.144 C.1 1.387 B.185 C.1

1.306 B.104 C.1 1.347 B.145 C.1 1.388 B.186 C.1

1.307 B.105 C.1 1.348 B.146 C.1 1.389 B.187 C.1

1.308 B.106 C.1 1.349 B.147 C.1 1.390 B.188 C.1

1.309 B.107 C.1 1.350 B.148 C.1 1.391 B.189 C.1

1.310 B.108 C.1 1.351 B.149 C.1 1.392 B.190 C.1

1.31 1 B.109 C.1 1.352 B.150 C.1 1.393 B.191 C.1

1.312 B.1 10 C.1 1.353 B.151 C.1 1.394 B.192 C.1

1.313 B.1 1 1 C.1 1.354 B.152 C.1 1.395 B.193 C.1

1.314 B.1 12 C.1 1.355 B.153 C.1 1.396 B.194 C.1 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.397 B.195 C.1 1.438 B.34 C.2 1.479 B.75 C.2

1.398 B.196 C.1 1.439 B.35 C.2 1.480 B.76 C.2

1.399 B.197 C.1 1.440 B.36 C.2 1.481 B.77 C.2

1.400 B.198 C.1 1.441 B.37 C.2 1.482 B.78 C.2

1.401 B.199 C.1 1.442 B.38 C.2 1.483 B.79 C.2

1.402 B.200 C.1 1.443 B.39 C.2 1.484 B.80 C.2

1.403 B.201 C.1 1.444 B.40 C.2 1.485 B.81 C.2

1.404 B.202 C.1 1.445 B.41 C.2 1.486 B.82 C.2

1.405 B.1 C.2 1.446 B.42 C.2 1.487 B.83 C.2

1.406 B.2 C.2 1.447 B.43 C.2 1.488 B.84 C.2

1.407 B.3 C.2 1.448 B.44 C.2 1.489 B.85 C.2

1.408 B.4 C.2 1.449 B.45 C.2 1.490 B.86 C.2

1.409 B.5 C.2 1.450 B.46 C.2 1.491 B.87 C.2

1.410 B.6 C.2 1.451 B.47 C.2 1.492 B.88 C.2

1.41 1 B.7 C.2 1.452 B.48 C.2 1.493 B.89 C.2

1.412 B.8 C.2 1.453 B.49 C.2 1.494 B.90 C.2

1.413 B.9 C.2 1.454 B.50 C.2 1.495 B.91 C.2

1.414 B.10 C.2 1.455 B.51 C.2 1.496 B.92 C.2

1.415 B.1 1 C.2 1.456 B.52 C.2 1.497 B.93 C.2

1.416 B.12 C.2 1.457 B.53 C.2 1.498 B.94 C.2

1.417 B.13 C.2 1.458 B.54 C.2 1.499 B.95 C.2

1.418 B.14 C.2 1.459 B.55 C.2 1.500 B.96 C.2

1.419 B.15 C.2 1.460 B.56 C.2 1.501 B.97 C.2

1.420 B.16 C.2 1.461 B.57 C.2 1.502 B.98 C.2

1.421 B.17 C.2 1.462 B.58 C.2 1.503 B.99 C.2

1.422 B.18 C.2 1.463 B.59 C.2 1.504 B.100 C.2

1.423 B.19 C.2 1.464 B.60 C.2 1.505 B.101 C.2

1.424 B.20 C.2 1.465 B.61 C.2 1.506 B.102 C.2

1.425 B.21 C.2 1.466 B.62 C.2 1.507 B.103 C.2

1.426 B.22 C.2 1.467 B.63 C.2 1.508 B.104 C.2

1.427 B.23 C.2 1.468 B.64 C.2 1.509 B.105 C.2

1.428 B.24 C.2 1.469 B.65 C.2 1.510 B.106 C.2

1.429 B.25 C.2 1.470 B.66 C.2 1.51 1 B.107 C.2

1.430 B.26 C.2 1.471 B.67 C.2 1.512 B.108 C.2

1.431 B.27 C.2 1.472 B.68 C.2 1.513 B.109 C.2

1.432 B.28 C.2 1.473 B.69 C.2 1.514 B.1 10 C.2

1.433 B.29 C.2 1.474 B.70 C.2 1.515 B.1 1 1 C.2

1.434 B.30 C.2 1.475 B.71 C.2 1.516 B.1 12 C.2

1.435 B.31 C.2 1.476 B.72 C.2 1.517 B.1 13 C.2

1.436 B.32 C.2 1.477 B.73 C.2 1.518 B.1 14 C.2

1.437 B.33 C.2 1.478 B.74 C.2 1.519 B.1 15 C.2 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.520 B.1 16 C.2 1.561 B.157 C.2 1.602 B.198 C.2

1.521 B.1 17 C.2 1.562 B.158 C.2 1.603 B.199 C.2

1.522 B.1 18 C.2 1.563 B.159 C.2 1.604 B.200 C.2

1.523 B.1 19 C.2 1.564 B.160 C.2 1.605 B.201 C.2

1.524 B.120 C.2 1.565 B.161 C.2 1.606 B.202 C.2

1.525 B.121 C.2 1.566 B.162 C.2 1.607 B.1 C.3

1.526 B.122 C.2 1.567 B.163 C.2 1.608 B.2 C.3

1.527 B.123 C.2 1.568 B.164 C.2 1.609 B.3 C.3

1.528 B.124 C.2 1.569 B.165 C.2 1.610 B.4 C.3

1.529 B.125 C.2 1.570 B.166 C.2 1.61 1 B.5 C.3

1.530 B.126 C.2 1.571 B.167 C.2 1.612 B.6 C.3

1.531 B.127 C.2 1.572 B.168 C.2 1.613 B.7 C.3

1.532 B.128 C.2 1.573 B.169 C.2 1.614 B.8 C.3

1.533 B.129 C.2 1.574 B.170 C.2 1.615 B.9 C.3

1.534 B.130 C.2 1.575 B.171 C.2 1.616 B.10 C.3

1.535 B.131 C.2 1.576 B.172 C.2 1.617 B.1 1 C.3

1.536 B.132 C.2 1.577 B.173 C.2 1.618 B.12 C.3

1.537 B.133 C.2 1.578 B.174 C.2 1.619 B.13 C.3

1.538 B.134 C.2 1.579 B.175 C.2 1.620 B.14 C.3

1.539 B.135 C.2 1.580 B.176 C.2 1.621 B.15 C.3

1.540 B.136 C.2 1.581 B.177 C.2 1.622 B.16 C.3

1.541 B.137 C.2 1.582 B.178 C.2 1.623 B.17 C.3

1.542 B.138 C.2 1.583 B.179 C.2 1.624 B.18 C.3

1.543 B.139 C.2 1.584 B.180 C.2 1.625 B.19 C.3

1.544 B.140 C.2 1.585 B.181 C.2 1.626 B.20 C.3

1.545 B.141 C.2 1.586 B.182 C.2 1.627 B.21 C.3

1.546 B.142 C.2 1.587 B.183 C.2 1.628 B.22 C.3

1.547 B.143 C.2 1.588 B.184 C.2 1.629 B.23 C.3

1.548 B.144 C.2 1.589 B.185 C.2 1.630 B.24 C.3

1.549 B.145 C.2 1.590 B.186 C.2 1.631 B.25 C.3

1.550 B.146 C.2 1.591 B.187 C.2 1.632 B.26 C.3

1.551 B.147 C.2 1.592 B.188 C.2 1.633 B.27 C.3

1.552 B.148 C.2 1.593 B.189 C.2 1.634 B.28 C.3

1.553 B.149 C.2 1.594 B.190 C.2 1.635 B.29 C.3

1.554 B.150 C.2 1.595 B.191 C.2 1.636 B.30 C.3

1.555 B.151 C.2 1.596 B.192 C.2 1.637 B.31 C.3

1.556 B.152 C.2 1.597 B.193 C.2 1.638 B.32 C.3

1.557 B.153 C.2 1.598 B.194 C.2 1.639 B.33 C.3

1.558 B.154 C.2 1.599 B.195 C.2 1.640 B.34 C.3

1.559 B.155 C.2 1.600 B.196 C.2 1.641 B.35 C.3

1.560 B.156 C.2 1.601 B.197 C.2 1.642 B.36 C.3 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.643 B.37 C.3 1.684 B.78 C.3 1.725 B.1 19 C.3

1.644 B.38 C.3 1.685 B.79 C.3 1.726 B.120 C.3

1.645 B.39 C.3 1.686 B.80 C.3 1.727 B.121 C.3

1.646 B.40 C.3 1.687 B.81 C.3 1.728 B.122 C.3

1.647 B.41 C.3 1.688 B.82 C.3 1.729 B.123 C.3

1.648 B.42 C.3 1.689 B.83 C.3 1.730 B.124 C.3

1.649 B.43 C.3 1.690 B.84 C.3 1.731 B.125 C.3

1.650 B.44 C.3 1.691 B.85 C.3 1.732 B.126 C.3

1.651 B.45 C.3 1.692 B.86 C.3 1.733 B.127 C.3

1.652 B.46 C.3 1.693 B.87 C.3 1.734 B.128 C.3

1.653 B.47 C.3 1.694 B.88 C.3 1.735 B.129 C.3

1.654 B.48 C.3 1.695 B.89 C.3 1.736 B.130 C.3

1.655 B.49 C.3 1.696 B.90 C.3 1.737 B.131 C.3

1.656 B.50 C.3 1.697 B.91 C.3 1.738 B.132 C.3

1.657 B.51 C.3 1.698 B.92 C.3 1.739 B.133 C.3

1.658 B.52 C.3 1.699 B.93 C.3 1.740 B.134 C.3

1.659 B.53 C.3 1.700 B.94 C.3 1.741 B.135 C.3

1.660 B.54 C.3 1.701 B.95 C.3 1.742 B.136 C.3

1.661 B.55 C.3 1.702 B.96 C.3 1.743 B.137 C.3

1.662 B.56 C.3 1.703 B.97 C.3 1.744 B.138 C.3

1.663 B.57 C.3 1.704 B.98 C.3 1.745 B.139 C.3

1.664 B.58 C.3 1.705 B.99 C.3 1.746 B.140 C.3

1.665 B.59 C.3 1.706 B.100 C.3 1.747 B.141 C.3

1.666 B.60 C.3 1.707 B.101 C.3 1.748 B.142 C.3

1.667 B.61 C.3 1.708 B.102 C.3 1.749 B.143 C.3

1.668 B.62 C.3 1.709 B.103 C.3 1.750 B.144 C.3

1.669 B.63 C.3 1.710 B.104 C.3 1.751 B.145 C.3

1.670 B.64 C.3 1.71 1 B.105 C.3 1.752 B.146 C.3

1.671 B.65 C.3 1.712 B.106 C.3 1.753 B.147 C.3

1.672 B.66 C.3 1.713 B.107 C.3 1.754 B.148 C.3

1.673 B.67 C.3 1.714 B.108 C.3 1.755 B.149 C.3

1.674 B.68 C.3 1.715 B.109 C.3 1.756 B.150 C.3

1.675 B.69 C.3 1.716 B.1 10 C.3 1.757 B.151 C.3

1.676 B.70 C.3 1.717 B.1 1 1 C.3 1.758 B.152 C.3

1.677 B.71 C.3 1.718 B.1 12 C.3 1.759 B.153 C.3

1.678 B.72 C.3 1.719 B.1 13 C.3 1.760 B.154 C.3

1.679 B.73 C.3 1.720 B.1 14 C.3 1.761 B.155 C.3

1.680 B.74 C.3 1.721 B.1 15 C.3 1.762 B.156 C.3

1.681 B.75 C.3 1.722 B.1 16 C.3 1.763 B.157 C.3

1.682 B.76 C.3 1.723 B.1 17 C.3 1.764 B.158 C.3

1.683 B.77 C.3 1.724 B.1 18 C.3 1.765 B.159 C.3 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.766 B.160 C.3 1.807 B.201 C.3 1.848 B.40 C.4

1.767 B.161 C.3 1.808 B.202 C.3 1.849 B.41 C.4

1.768 B.162 C.3 1.809 B.1 C.4 1.850 B.42 C.4

1.769 B.163 C.3 1.810 B.2 C.4 1.851 B.43 C.4

1.770 B.164 C.3 1.81 1 B.3 C.4 1.852 B.44 C.4

1.771 B.165 C.3 1.812 B.4 C.4 1.853 B.45 C.4

1.772 B.166 C.3 1.813 B.5 C.4 1.854 B.46 C.4

1.773 B.167 C.3 1.814 B.6 C.4 1.855 B.47 C.4

1.774 B.168 C.3 1.815 B.7 C.4 1.856 B.48 C.4

1.775 B.169 C.3 1.816 B.8 C.4 1.857 B.49 C.4

1.776 B.170 C.3 1.817 B.9 C.4 1.858 B.50 C.4

1.777 B.171 C.3 1.818 B.10 C.4 1.859 B.51 C.4

1.778 B.172 C.3 1.819 B.1 1 C.4 1.860 B.52 C.4

1.779 B.173 C.3 1.820 B.12 C.4 1.861 B.53 C.4

1.780 B.174 C.3 1.821 B.13 C.4 1.862 B.54 C.4

1.781 B.175 C.3 1.822 B.14 C.4 1.863 B.55 C.4

1.782 B.176 C.3 1.823 B.15 C.4 1.864 B.56 C.4

1.783 B.177 C.3 1.824 B.16 C.4 1.865 B.57 C.4

1.784 B.178 C.3 1.825 B.17 C.4 1.866 B.58 C.4

1.785 B.179 C.3 1.826 B.18 C.4 1.867 B.59 C.4

1.786 B.180 C.3 1.827 B.19 C.4 1.868 B.60 C.4

1.787 B.181 C.3 1.828 B.20 C.4 1.869 B.61 C.4

1.788 B.182 C.3 1.829 B.21 C.4 1.870 B.62 C.4

1.789 B.183 C.3 1.830 B.22 C.4 1.871 B.63 C.4

1.790 B.184 C.3 1.831 B.23 C.4 1.872 B.64 C.4

1.791 B.185 C.3 1.832 B.24 C.4 1.873 B.65 C.4

1.792 B.186 C.3 1.833 B.25 C.4 1.874 B.66 C.4

1.793 B.187 C.3 1.834 B.26 C.4 1.875 B.67 C.4

1.794 B.188 C.3 1.835 B.27 C.4 1.876 B.68 C.4

1.795 B.189 C.3 1.836 B.28 C.4 1.877 B.69 C.4

1.796 B.190 C.3 1.837 B.29 C.4 1.878 B.70 C.4

1.797 B.191 C.3 1.838 B.30 C.4 1.879 B.71 C.4

1.798 B.192 C.3 1.839 B.31 C.4 1.880 B.72 C.4

1.799 B.193 C.3 1.840 B.32 C.4 1.881 B.73 C.4

1.800 B.194 C.3 1.841 B.33 C.4 1.882 B.74 C.4

1.801 B.195 C.3 1.842 B.34 C.4 1.883 B.75 C.4

1.802 B.196 C.3 1.843 B.35 C.4 1.884 B.76 C.4

1.803 B.197 C.3 1.844 B.36 C.4 1.885 B.77 C.4

1.804 B.198 C.3 1.845 B.37 C.4 1.886 B.78 C.4

1.805 B.199 C.3 1.846 B.38 C.4 1.887 B.79 C.4

1.806 B.200 C.3 1.847 B.39 C.4 1.888 B.80 C.4 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.889 B.81 C.4 1.930 B.122 C.4 1.971 B.163 C.4

1.890 B.82 C.4 1.931 B.123 C.4 1.972 B.164 C.4

1.891 B.83 C.4 1.932 B.124 C.4 1.973 B.165 C.4

1.892 B.84 C.4 1.933 B.125 C.4 1.974 B.166 C.4

1.893 B.85 C.4 1.934 B.126 C.4 1.975 B.167 C.4

1.894 B.86 C.4 1.935 B.127 C.4 1.976 B.168 C.4

1.895 B.87 C.4 1.936 B.128 C.4 1.977 B.169 C.4

1.896 B.88 C.4 1.937 B.129 C.4 1.978 B.170 C.4

1.897 B.89 C.4 1.938 B.130 C.4 1.979 B.171 C.4

1.898 B.90 C.4 1.939 B.131 C.4 1.980 B.172 C.4

1.899 B.91 C.4 1.940 B.132 C.4 1.981 B.173 C.4

1.900 B.92 C.4 1.941 B.133 C.4 1.982 B.174 C.4

1.901 B.93 C.4 1.942 B.134 C.4 1.983 B.175 C.4

1.902 B.94 C.4 1.943 B.135 C.4 1.984 B.176 C.4

1.903 B.95 C.4 1.944 B.136 C.4 1.985 B.177 C.4

1.904 B.96 C.4 1.945 B.137 C.4 1.986 B.178 C.4

1.905 B.97 C.4 1.946 B.138 C.4 1.987 B.179 C.4

1.906 B.98 C.4 1.947 B.139 C.4 1.988 B.180 C.4

1.907 B.99 C.4 1.948 B.140 C.4 1.989 B.181 C.4

1.908 B.100 C.4 1.949 B.141 C.4 1.990 B.182 C.4

1.909 B.101 C.4 1.950 B.142 C.4 1.991 B.183 C.4

1.910 B.102 C.4 1.951 B.143 C.4 1.992 B.184 C.4

1.91 1 B.103 C.4 1.952 B.144 C.4 1.993 B.185 C.4

1.912 B.104 C.4 1.953 B.145 C.4 1.994 B.186 C.4

1.913 B.105 C.4 1.954 B.146 C.4 1.995 B.187 C.4

1.914 B.106 C.4 1.955 B.147 C.4 1.996 B.188 C.4

1.915 B.107 C.4 1.956 B.148 C.4 1.997 B.189 C.4

1.916 B.108 C.4 1.957 B.149 C.4 1.998 B.190 C.4

1.917 B.109 C.4 1.958 B.150 C.4 1.999 B.191 C.4

1.918 B.1 10 C.4 1.959 B.151 C.4 1.1000 B.192 C.4

1.919 B.1 1 1 C.4 1.960 B.152 C.4 1.1001 B.193 C.4

1.920 B.1 12 C.4 1.961 B.153 C.4 1.1002 B.194 C.4

1.921 B.1 13 C.4 1.962 B.154 C.4 1.1003 B.195 C.4

1.922 B.1 14 C.4 1.963 B.155 C.4 1.1004 B.196 C.4

1.923 B.1 15 C.4 1.964 B.156 C.4 1.1005 B.197 C.4

1.924 B.1 16 C.4 1.965 B.157 C.4 1.1006 B.198 C.4

1.925 B.1 17 C.4 1.966 B.158 C.4 1.1007 B.199 C.4

1.926 B.1 18 C.4 1.967 B.159 C.4 1.1008 B.200 C.4

1.927 B.1 19 C.4 1.968 B.160 C.4 1.1009 B.201 C.4

1.928 B.120 C.4 1.969 B.161 C.4 1.1010 B.202 C.4

1.929 B.121 C.4 1.970 B.162 C.4 1.101 1 B.1 C.5 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1012 B.2 C.5 1.1053 B.43 C.5 1.1094 B.84 C.5

1.1013 B.3 C.5 1.1054 B.44 C.5 1.1095 B.85 C.5

1.1014 B.4 C.5 1.1055 B.45 C.5 1.1096 B.86 C.5

1.1015 B.5 C.5 1.1056 B.46 C.5 1.1097 B.87 C.5

1.1016 B.6 C.5 1.1057 B.47 C.5 1.1098 B.88 C.5

1.1017 B.7 C.5 1.1058 B.48 C.5 1.1099 B.89 C.5

1.1018 B.8 C.5 1.1059 B.49 C.5 1.1100 B.90 C.5

1.1019 B.9 C.5 1.1060 B.50 C.5 1.1101 B.91 C.5

1.1020 B.10 C.5 1.1061 B.51 C.5 1.1102 B.92 C.5

1.1021 B.11 C.5 1.1062 B.52 C.5 1.1103 B.93 C.5

1.1022 B.12 C.5 1.1063 B.53 C.5 1.1104 B.94 C.5

1.1023 B.13 C.5 1.1064 B.54 C.5 1.1105 B.95 C.5

1.1024 B.14 C.5 1.1065 B.55 C.5 1.1106 B.96 C.5

1.1025 B.15 C.5 1.1066 B.56 C.5 1.1107 B.97 C.5

1.1026 B.16 C.5 1.1067 B.57 C.5 1.1108 B.98 C.5

1.1027 B.17 C.5 1.1068 B.58 C.5 1.1109 B.99 C.5

1.1028 B.18 C.5 1.1069 B.59 C.5 1.1110 B.100 C.5

1.1029 B.19 C.5 1.1070 B.60 C.5 1.1111 B.101 C.5

1.1030 B.20 C.5 1.1071 B.61 C.5 1.1112 B.102 C.5

1.1031 B.21 C.5 1.1072 B.62 C.5 1.1113 B.103 C.5

1.1032 B.22 C.5 1.1073 B.63 C.5 1.1114 B.104 C.5

1.1033 B.23 C.5 1.1074 B.64 C.5 1.1115 B.105 C.5

1.1034 B.24 C.5 1.1075 B.65 C.5 1.1116 B.106 C.5

1.1035 B.25 C.5 1.1076 B.66 C.5 1.1117 B.107 C.5

1.1036 B.26 C.5 1.1077 B.67 C.5 1.1118 B.108 C.5

1.1037 B.27 C.5 1.1078 B.68 C.5 1.1119 B.109 C.5

1.1038 B.28 C.5 1.1079 B.69 C.5 1.1120 B.110 C.5

1.1039 B.29 C.5 1.1080 B.70 C.5 1.1121 B.111 C.5

1.1040 B.30 C.5 1.1081 B.71 C.5 1.1122 B.112 C.5

1.1041 B.31 C.5 1.1082 B.72 C.5 1.1123 B.113 C.5

1.1042 B.32 C.5 1.1083 B.73 C.5 1.1124 B.114 C.5

1.1043 B.33 C.5 1.1084 B.74 C.5 1.1125 B.115 C.5

1.1044 B.34 C.5 1.1085 B.75 C.5 1.1126 B.116 C.5

1.1045 B.35 C.5 1.1086 B.76 C.5 1.1127 B.117 C.5

1.1046 B.36 C.5 1.1087 B.77 C.5 1.1128 B.118 C.5

1.1047 B.37 C.5 1.1088 B.78 C.5 1.1129 B.119 C.5

1.1048 B.38 C.5 1.1089 B.79 C.5 1.1130 B.120 C.5

1.1049 B.39 C.5 1.1090 B.80 C.5 1.1131 B.121 C.5

1.1050 B.40 C.5 1.1091 B.81 C.5 1.1132 B.122 C.5

1.1051 B.41 C.5 1.1092 B.82 C.5 1.1133 B.123 C.5

1.1052 B.42 C.5 1.1093 B.83 C.5 1.1134 B.124 C.5 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1135 B.125 C.5 1.1176 B.166 C.5 1.1217 B.5 C.6

1.1136 B.126 C.5 1.1177 B.167 C.5 1.1218 B.6 C.6

1.1137 B.127 C.5 1.1178 B.168 C.5 1.1219 B.7 C.6

1.1138 B.128 C.5 1.1179 B.169 C.5 1.1220 B.8 C.6

1.1139 B.129 C.5 1.1180 B.170 C.5 1.1221 B.9 C.6

1.1140 B.130 C.5 1.1181 B.171 C.5 1.1222 B.10 C.6

1.1141 B.131 C.5 1.1182 B.172 C.5 1.1223 B.11 C.6

1.1142 B.132 C.5 1.1183 B.173 C.5 1.1224 B.12 C.6

1.1143 B.133 C.5 1.1184 B.174 C.5 1.1225 B.13 C.6

1.1144 B.134 C.5 1.1185 B.175 C.5 1.1226 B.14 C.6

1.1145 B.135 C.5 1.1186 B.176 C.5 1.1227 B.15 C.6

1.1146 B.136 C.5 1.1187 B.177 C.5 1.1228 B.16 C.6

1.1147 B.137 C.5 1.1188 B.178 C.5 1.1229 B.17 C.6

1.1148 B.138 C.5 1.1189 B.179 C.5 1.1230 B.18 C.6

1.1149 B.139 C.5 1.1190 B.180 C.5 1.1231 B.19 C.6

1.1150 B.140 C.5 1.1191 B.181 C.5 1.1232 B.20 C.6

1.1151 B.141 C.5 1.1192 B.182 C.5 1.1233 B.21 C.6

1.1152 B.142 C.5 1.1193 B.183 C.5 1.1234 B.22 C.6

1.1153 B.143 C.5 1.1194 B.184 C.5 1.1235 B.23 C.6

1.1154 B.144 C.5 1.1195 B.185 C.5 1.1236 B.24 C.6

1.1155 B.145 C.5 1.1196 B.186 C.5 1.1237 B.25 C.6

1.1156 B.146 C.5 1.1197 B.187 C.5 1.1238 B.26 C.6

1.1157 B.147 C.5 1.1198 B.188 C.5 1.1239 B.27 C.6

1.1158 B.148 C.5 1.1199 B.189 C.5 1.1240 B.28 C.6

1.1159 B.149 C.5 1.1200 B.190 C.5 1.1241 B.29 C.6

1.1160 B.150 C.5 1.1201 B.191 C.5 1.1242 B.30 C.6

1.1161 B.151 C.5 1.1202 B.192 C.5 1.1243 B.31 C.6

1.1162 B.152 C.5 1.1203 B.193 C.5 1.1244 B.32 C.6

1.1163 B.153 C.5 1.1204 B.194 C.5 1.1245 B.33 C.6

1.1164 B.154 C.5 1.1205 B.195 C.5 1.1246 B.34 C.6

1.1165 B.155 C.5 1.1206 B.196 C.5 1.1247 B.35 C.6

1.1166 B.156 C.5 1.1207 B.197 C.5 1.1248 B.36 C.6

1.1167 B.157 C.5 1.1208 B.198 C.5 1.1249 B.37 C.6

1.1168 B.158 C.5 1.1209 B.199 C.5 1.1250 B.38 C.6

1.1169 B.159 C.5 1.1210 B.200 C.5 1.1251 B.39 C.6

1.1170 B.160 C.5 1.1211 B.201 C.5 1.1252 B.40 C.6

1.1171 B.161 C.5 1.1212 B.202 C.5 1.1253 B.41 C.6

1.1172 B.162 C.5 1.1213 B.1 C.6 1.1254 B.42 C.6

1.1173 B.163 C.5 1.1214 B.2 C.6 1.1255 B.43 C.6

1.1174 B.164 C.5 1.1215 B.3 C.6 1.1256 B.44 C.6

1.1175 B.165 C.5 1.1216 B.4 C.6 1.1257 B.45 C.6 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1258 B.46 C.6 1.1299 B.87 C.6 1.1340 B.128 C.6

1.1259 B.47 C.6 1.1300 B.88 C.6 1.1341 B.129 C.6

1.1260 B.48 C.6 1.1301 B.89 C.6 1.1342 B.130 C.6

1.1261 B.49 C.6 1.1302 B.90 C.6 1.1343 B.131 C.6

1.1262 B.50 C.6 1.1303 B.91 C.6 1.1344 B.132 C.6

1.1263 B.51 C.6 1.1304 B.92 C.6 1.1345 B.133 C.6

1.1264 B.52 C.6 1.1305 B.93 C.6 1.1346 B.134 C.6

1.1265 B.53 C.6 1.1306 B.94 C.6 1.1347 B.135 C.6

1.1266 B.54 C.6 1.1307 B.95 C.6 1.1348 B.136 C.6

1.1267 B.55 C.6 1.1308 B.96 C.6 1.1349 B.137 C.6

1.1268 B.56 C.6 1.1309 B.97 C.6 1.1350 B.138 C.6

1.1269 B.57 C.6 1.1310 B.98 C.6 1.1351 B.139 C.6

1.1270 B.58 C.6 1.131 1 B.99 C.6 1.1352 B.140 C.6

1.1271 B.59 C.6 1.1312 B.100 C.6 1.1353 B.141 C.6

1.1272 B.60 C.6 1.1313 B.101 C.6 1.1354 B.142 C.6

1.1273 B.61 C.6 1.1314 B.102 C.6 1.1355 B.143 C.6

1.1274 B.62 C.6 1.1315 B.103 C.6 1.1356 B.144 C.6

1.1275 B.63 C.6 1.1316 B.104 C.6 1.1357 B.145 C.6

1.1276 B.64 C.6 1.1317 B.105 C.6 1.1358 B.146 C.6

1.1277 B.65 C.6 1.1318 B.106 C.6 1.1359 B.147 C.6

1.1278 B.66 C.6 1.1319 B.107 C.6 1.1360 B.148 C.6

1.1279 B.67 C.6 1.1320 B.108 C.6 1.1361 B.149 C.6

1.1280 B.68 C.6 1.1321 B.109 C.6 1.1362 B.150 C.6

1.1281 B.69 C.6 1.1322 B.1 10 C.6 1.1363 B.151 C.6

1.1282 B.70 C.6 1.1323 B.1 1 1 C.6 1.1364 B.152 C.6

1.1283 B.71 C.6 1.1324 B.1 12 C.6 1.1365 B.153 C.6

1.1284 B.72 C.6 1.1325 B.1 13 C.6 1.1366 B.154 C.6

1.1285 B.73 C.6 1.1326 B.1 14 C.6 1.1367 B.155 C.6

1.1286 B.74 C.6 1.1327 B.1 15 C.6 1.1368 B.156 C.6

1.1287 B.75 C.6 1.1328 B.1 16 C.6 1.1369 B.157 C.6

1.1288 B.76 C.6 1.1329 B.1 17 C.6 1.1370 B.158 C.6

1.1289 B.77 C.6 1.1330 B.1 18 C.6 1.1371 B.159 C.6

1.1290 B.78 C.6 1.1331 B.1 19 C.6 1.1372 B.160 C.6

1.1291 B.79 C.6 1.1332 B.120 C.6 1.1373 B.161 C.6

1.1292 B.80 C.6 1.1333 B.121 C.6 1.1374 B.162 C.6

1.1293 B.81 C.6 1.1334 B.122 C.6 1.1375 B.163 C.6

1.1294 B.82 C.6 1.1335 B.123 C.6 1.1376 B.164 C.6

1.1295 B.83 C.6 1.1336 B.124 C.6 1.1377 B.165 C.6

1.1296 B.84 C.6 1.1337 B.125 C.6 1.1378 B.166 C.6

1.1297 B.85 C.6 1.1338 B.126 C.6 1.1379 B.167 C.6

1.1298 B.86 C.6 1.1339 B.127 C.6 1.1380 B.168 C.6 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1381 B.169 C.6 1.1422 B.8 C.7 1.1463 B.49 C.7

1.1382 B.170 C.6 1.1423 B.9 C.7 1.1464 B.50 C.7

1.1383 B.171 C.6 1.1424 B.10 C.7 1.1465 B.51 C.7

1.1384 B.172 C.6 1.1425 B.1 1 C.7 1.1466 B.52 C.7

1.1385 B.173 C.6 1.1426 B.12 C.7 1.1467 B.53 C.7

1.1386 B.174 C.6 1.1427 B.13 C.7 1.1468 B.54 C.7

1.1387 B.175 C.6 1.1428 B.14 C.7 1.1469 B.55 C.7

1.1388 B.176 C.6 1.1429 B.15 C.7 1.1470 B.56 C.7

1.1389 B.177 C.6 1.1430 B.16 C.7 1.1471 B.57 C.7

1.1390 B.178 C.6 1.1431 B.17 C.7 1.1472 B.58 C.7

1.1391 B.179 C.6 1.1432 B.18 C.7 1.1473 B.59 C.7

1.1392 B.180 C.6 1.1433 B.19 C.7 1.1474 B.60 C.7

1.1393 B.181 C.6 1.1434 B.20 C.7 1.1475 B.61 C.7

1.1394 B.182 C.6 1.1435 B.21 C.7 1.1476 B.62 C.7

1.1395 B.183 C.6 1.1436 B.22 C.7 1.1477 B.63 C.7

1.1396 B.184 C.6 1.1437 B.23 C.7 1.1478 B.64 C.7

1.1397 B.185 C.6 1.1438 B.24 C.7 1.1479 B.65 C.7

1.1398 B.186 C.6 1.1439 B.25 C.7 1.1480 B.66 C.7

1.1399 B.187 C.6 1.1440 B.26 C.7 1.1481 B.67 C.7

1.1400 B.188 C.6 1.1441 B.27 C.7 1.1482 B.68 C.7

1.1401 B.189 C.6 1.1442 B.28 C.7 1.1483 B.69 C.7

1.1402 B.190 C.6 1.1443 B.29 C.7 1.1484 B.70 C.7

1.1403 B.191 C.6 1.1444 B.30 C.7 1.1485 B.71 C.7

1.1404 B.192 C.6 1.1445 B.31 C.7 1.1486 B.72 C.7

1.1405 B.193 C.6 1.1446 B.32 C.7 1.1487 B.73 C.7

1.1406 B.194 C.6 1.1447 B.33 C.7 1.1488 B.74 C.7

1.1407 B.195 C.6 1.1448 B.34 C.7 1.1489 B.75 C.7

1.1408 B.196 C.6 1.1449 B.35 C.7 1.1490 B.76 C.7

1.1409 B.197 C.6 1.1450 B.36 C.7 1.1491 B.77 C.7

1.1410 B.198 C.6 1.1451 B.37 C.7 1.1492 B.78 C.7

1.141 1 B.199 C.6 1.1452 B.38 C.7 1.1493 B.79 C.7

1.1412 B.200 C.6 1.1453 B.39 C.7 1.1494 B.80 C.7

1.1413 B.201 C.6 1.1454 B.40 C.7 1.1495 B.81 C.7

1.1414 B.202 C.6 1.1455 B.41 C.7 1.1496 B.82 C.7

1.1415 B.1 C.7 1.1456 B.42 C.7 1.1497 B.83 C.7

1.1416 B.2 C.7 1.1457 B.43 C.7 1.1498 B.84 C.7

1.1417 B.3 C.7 1.1458 B.44 C.7 1.1499 B.85 C.7

1.1418 B.4 C.7 1.1459 B.45 C.7 1.1500 B.86 C.7

1.1419 B.5 C.7 1.1460 B.46 C.7 1.1501 B.87 C.7

1.1420 B.6 C.7 1.1461 B.47 C.7 1.1502 B.88 C.7

1.1421 B.7 C.7 1.1462 B.48 C.7 1.1503 B.89 C.7 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1504 B.90 C.7 1.1545 B.131 C.7 1.1586 B.172 C.7

1.1505 B.91 C.7 1.1546 B.132 C.7 1.1587 B.173 C.7

1.1506 B.92 C.7 1.1547 B.133 C.7 1.1588 B.174 C.7

1.1507 B.93 C.7 1.1548 B.134 C.7 1.1589 B.175 C.7

1.1508 B.94 C.7 1.1549 B.135 C.7 1.1590 B.176 C.7

1.1509 B.95 C.7 1.1550 B.136 C.7 1.1591 B.177 C.7

1.1510 B.96 C.7 1.1551 B.137 C.7 1.1592 B.178 C.7

1.151 1 B.97 C.7 1.1552 B.138 C.7 1.1593 B.179 C.7

1.1512 B.98 C.7 1.1553 B.139 C.7 1.1594 B.180 C.7

1.1513 B.99 C.7 1.1554 B.140 C.7 1.1595 B.181 C.7

1.1514 B.100 C.7 1.1555 B.141 C.7 1.1596 B.182 C.7

1.1515 B.101 C.7 1.1556 B.142 C.7 1.1597 B.183 C.7

1.1516 B.102 C.7 1.1557 B.143 C.7 1.1598 B.184 C.7

1.1517 B.103 C.7 1.1558 B.144 C.7 1.1599 B.185 C.7

1.1518 B.104 C.7 1.1559 B.145 C.7 1.1600 B.186 C.7

1.1519 B.105 C.7 1.1560 B.146 C.7 1.1601 B.187 C.7

1.1520 B.106 C.7 1.1561 B.147 C.7 1.1602 B.188 C.7

1.1521 B.107 C.7 1.1562 B.148 C.7 1.1603 B.189 C.7

1.1522 B.108 C.7 1.1563 B.149 C.7 1.1604 B.190 C.7

1.1523 B.109 C.7 1.1564 B.150 C.7 1.1605 B.191 C.7

1.1524 B.1 10 C.7 1.1565 B.151 C.7 1.1606 B.192 C.7

1.1525 B.1 1 1 C.7 1.1566 B.152 C.7 1.1607 B.193 C.7

1.1526 B.1 12 C.7 1.1567 B.153 C.7 1.1608 B.194 C.7

1.1527 B.1 13 C.7 1.1568 B.154 C.7 1.1609 B.195 C.7

1.1528 B.1 14 C.7 1.1569 B.155 C.7 1.1610 B.196 C.7

1.1529 B.1 15 C.7 1.1570 B.156 C.7 1.161 1 B.197 C.7

1.1530 B.1 16 C.7 1.1571 B.157 C.7 1.1612 B.198 C.7

1.1531 B.1 17 C.7 1.1572 B.158 C.7 1.1613 B.199 C.7

1.1532 B.1 18 C.7 1.1573 B.159 C.7 1.1614 B.200 C.7

1.1533 B.1 19 C.7 1.1574 B.160 C.7 1.1615 B.201 C.7

1.1534 B.120 C.7 1.1575 B.161 C.7 1.1616 B.202 C.7

1.1535 B.121 C.7 1.1576 B.162 C.7 1.1617 B.1 C.8

1.1536 B.122 C.7 1.1577 B.163 C.7 1.1618 B.2 C.8

1.1537 B.123 C.7 1.1578 B.164 C.7 1.1619 B.3 C.8

1.1538 B.124 C.7 1.1579 B.165 C.7 1.1620 B.4 C.8

1.1539 B.125 C.7 1.1580 B.166 C.7 1.1621 B.5 C.8

1.1540 B.126 C.7 1.1581 B.167 C.7 1.1622 B.6 C.8

1.1541 B.127 C.7 1.1582 B.168 C.7 1.1623 B.7 C.8

1.1542 B.128 C.7 1.1583 B.169 C.7 1.1624 B.8 C.8

1.1543 B.129 C.7 1.1584 B.170 C.7 1.1625 B.9 C.8

1.1544 B.130 C.7 1.1585 B.171 C.7 1.1626 B.10 C.8 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1627 B.1 1 C.8 1.1668 B.52 C.8 1.1709 B.93 C.8

1.1628 B.12 C.8 1.1669 B.53 C.8 1.1710 B.94 C.8

1.1629 B.13 C.8 1.1670 B.54 C.8 1.171 1 B.95 C.8

1.1630 B.14 C.8 1.1671 B.55 C.8 1.1712 B.96 C.8

1.1631 B.15 C.8 1.1672 B.56 C.8 1.1713 B.97 C.8

1.1632 B.16 C.8 1.1673 B.57 C.8 1.1714 B.98 C.8

1.1633 B.17 C.8 1.1674 B.58 C.8 1.1715 B.99 C.8

1.1634 B.18 C.8 1.1675 B.59 C.8 1.1716 B.100 C.8

1.1635 B.19 C.8 1.1676 B.60 C.8 1.1717 B.101 C.8

1.1636 B.20 C.8 1.1677 B.61 C.8 1.1718 B.102 C.8

1.1637 B.21 C.8 1.1678 B.62 C.8 1.1719 B.103 C.8

1.1638 B.22 C.8 1.1679 B.63 C.8 1.1720 B.104 C.8

1.1639 B.23 C.8 1.1680 B.64 C.8 1.1721 B.105 C.8

1.1640 B.24 C.8 1.1681 B.65 C.8 1.1722 B.106 C.8

1.1641 B.25 C.8 1.1682 B.66 C.8 1.1723 B.107 C.8

1.1642 B.26 C.8 1.1683 B.67 C.8 1.1724 B.108 C.8

1.1643 B.27 C.8 1.1684 B.68 C.8 1.1725 B.109 C.8

1.1644 B.28 C.8 1.1685 B.69 C.8 1.1726 B.1 10 C.8

1.1645 B.29 C.8 1.1686 B.70 C.8 1.1727 B.1 1 1 C.8

1.1646 B.30 C.8 1.1687 B.71 C.8 1.1728 B.1 12 C.8

1.1647 B.31 C.8 1.1688 B.72 C.8 1.1729 B.1 13 C.8

1.1648 B.32 C.8 1.1689 B.73 C.8 1.1730 B.1 14 C.8

1.1649 B.33 C.8 1.1690 B.74 C.8 1.1731 B.1 15 C.8

1.1650 B.34 C.8 1.1691 B.75 C.8 1.1732 B.1 16 C.8

1.1651 B.35 C.8 1.1692 B.76 C.8 1.1733 B.1 17 C.8

1.1652 B.36 C.8 1.1693 B.77 C.8 1.1734 B.1 18 C.8

1.1653 B.37 C.8 1.1694 B.78 C.8 1.1735 B.1 19 C.8

1.1654 B.38 C.8 1.1695 B.79 C.8 1.1736 B.120 C.8

1.1655 B.39 C.8 1.1696 B.80 C.8 1.1737 B.121 C.8

1.1656 B.40 C.8 1.1697 B.81 C.8 1.1738 B.122 C.8

1.1657 B.41 C.8 1.1698 B.82 C.8 1.1739 B.123 C.8

1.1658 B.42 C.8 1.1699 B.83 C.8 1.1740 B.124 C.8

1.1659 B.43 C.8 1.1700 B.84 C.8 1.1741 B.125 C.8

1.1660 B.44 C.8 1.1701 B.85 C.8 1.1742 B.126 C.8

1.1661 B.45 C.8 1.1702 B.86 C.8 1.1743 B.127 C.8

1.1662 B.46 C.8 1.1703 B.87 C.8 1.1744 B.128 C.8

1.1663 B.47 C.8 1.1704 B.88 C.8 1.1745 B.129 C.8

1.1664 B.48 C.8 1.1705 B.89 C.8 1.1746 B.130 C.8

1.1665 B.49 C.8 1.1706 B.90 C.8 1.1747 B.131 C.8

1.1666 B.50 C.8 1.1707 B.91 C.8 1.1748 B.132 C.8

1.1667 B.51 C.8 1.1708 B.92 C.8 1.1749 B.133 C.8 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1750 B.134 C.8 1.1791 B.175 C.8 1.1832 B.14 C.9

1.1751 B.135 C.8 1.1792 B.176 C.8 1.1833 B.15 C.9

1.1752 B.136 C.8 1.1793 B.177 C.8 1.1834 B.16 C.9

1.1753 B.137 C.8 1.1794 B.178 C.8 1.1835 B.17 C.9

1.1754 B.138 C.8 1.1795 B.179 C.8 1.1836 B.18 C.9

1.1755 B.139 C.8 1.1796 B.180 C.8 1.1837 B.19 C.9

1.1756 B.140 C.8 1.1797 B.181 C.8 1.1838 B.20 C.9

1.1757 B.141 C.8 1.1798 B.182 C.8 1.1839 B.21 C.9

1.1758 B.142 C.8 1.1799 B.183 C.8 1.1840 B.22 C.9

1.1759 B.143 C.8 1.1800 B.184 C.8 1.1841 B.23 C.9

1.1760 B.144 C.8 1.1801 B.185 C.8 1.1842 B.24 C.9

1.1761 B.145 C.8 1.1802 B.186 C.8 1.1843 B.25 C.9

1.1762 B.146 C.8 1.1803 B.187 C.8 1.1844 B.26 C.9

1.1763 B.147 C.8 1.1804 B.188 C.8 1.1845 B.27 C.9

1.1764 B.148 C.8 1.1805 B.189 C.8 1.1846 B.28 C.9

1.1765 B.149 C.8 1.1806 B.190 C.8 1.1847 B.29 C.9

1.1766 B.150 C.8 1.1807 B.191 C.8 1.1848 B.30 C.9

1.1767 B.151 C.8 1.1808 B.192 C.8 1.1849 B.31 C.9

1.1768 B.152 C.8 1.1809 B.193 C.8 1.1850 B.32 C.9

1.1769 B.153 C.8 1.1810 B.194 C.8 1.1851 B.33 C.9

1.1770 B.154 C.8 1.181 1 B.195 C.8 1.1852 B.34 C.9

1.1771 B.155 C.8 1.1812 B.196 C.8 1.1853 B.35 C.9

1.1772 B.156 C.8 1.1813 B.197 C.8 1.1854 B.36 C.9

1.1773 B.157 C.8 1.1814 B.198 C.8 1.1855 B.37 C.9

1.1774 B.158 C.8 1.1815 B.199 C.8 1.1856 B.38 C.9

1.1775 B.159 C.8 1.1816 B.200 C.8 1.1857 B.39 C.9

1.1776 B.160 C.8 1.1817 B.201 C.8 1.1858 B.40 C.9

1.1777 B.161 C.8 1.1818 B.202 C.8 1.1859 B.41 C.9

1.1778 B.162 C.8 1.1819 B.1 C.9 1.1860 B.42 C.9

1.1779 B.163 C.8 1.1820 B.2 C.9 1.1861 B.43 C.9

1.1780 B.164 C.8 1.1821 B.3 C.9 1.1862 B.44 C.9

1.1781 B.165 C.8 1.1822 B.4 C.9 1.1863 B.45 C.9

1.1782 B.166 C.8 1.1823 B.5 C.9 1.1864 B.46 C.9

1.1783 B.167 C.8 1.1824 B.6 C.9 1.1865 B.47 C.9

1.1784 B.168 C.8 1.1825 B.7 C.9 1.1866 B.48 C.9

1.1785 B.169 C.8 1.1826 B.8 C.9 1.1867 B.49 C.9

1.1786 B.170 C.8 1.1827 B.9 C.9 1.1868 B.50 C.9

1.1787 B.171 C.8 1.1828 B.10 C.9 1.1869 B.51 C.9

1.1788 B.172 C.8 1.1829 B.1 1 C.9 1.1870 B.52 C.9

1.1789 B.173 C.8 1.1830 B.12 C.9 1.1871 B.53 C.9

1.1790 B.174 C.8 1.1831 B.13 C.9 1.1872 B.54 C.9 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1873 B.55 C.9 1.1914 B.96 C.9 1.1955 B.137 C.9

1.1874 B.56 C.9 1.1915 B.97 C.9 1.1956 B.138 C.9

1.1875 B.57 C.9 1.1916 B.98 C.9 1.1957 B.139 C.9

1.1876 B.58 C.9 1.1917 B.99 C.9 1.1958 B.140 C.9

1.1877 B.59 C.9 1.1918 B.100 C.9 1.1959 B.141 C.9

1.1878 B.60 C.9 1.1919 B.101 C.9 1.1960 B.142 C.9

1.1879 B.61 C.9 1.1920 B.102 C.9 1.1961 B.143 C.9

1.1880 B.62 C.9 1.1921 B.103 C.9 1.1962 B.144 C.9

1.1881 B.63 C.9 1.1922 B.104 C.9 1.1963 B.145 C.9

1.1882 B.64 C.9 1.1923 B.105 C.9 1.1964 B.146 C.9

1.1883 B.65 C.9 1.1924 B.106 C.9 1.1965 B.147 C.9

1.1884 B.66 C.9 1.1925 B.107 C.9 1.1966 B.148 C.9

1.1885 B.67 C.9 1.1926 B.108 C.9 1.1967 B.149 C.9

1.1886 B.68 C.9 1.1927 B.109 C.9 1.1968 B.150 C.9

1.1887 B.69 C.9 1.1928 B.1 10 C.9 1.1969 B.151 C.9

1.1888 B.70 C.9 1.1929 B.1 1 1 C.9 1.1970 B.152 C.9

1.1889 B.71 C.9 1.1930 B.1 12 C.9 1.1971 B.153 C.9

1.1890 B.72 C.9 1.1931 B.1 13 C.9 1.1972 B.154 C.9

1.1891 B.73 C.9 1.1932 B.1 14 C.9 1.1973 B.155 C.9

1.1892 B.74 C.9 1.1933 B.1 15 C.9 1.1974 B.156 C.9

1.1893 B.75 C.9 1.1934 B.1 16 C.9 1.1975 B.157 C.9

1.1894 B.76 C.9 1.1935 B.1 17 C.9 1.1976 B.158 C.9

1.1895 B.77 C.9 1.1936 B.1 18 C.9 1.1977 B.159 C.9

1.1896 B.78 C.9 1.1937 B.1 19 C.9 1.1978 B.160 C.9

1.1897 B.79 C.9 1.1938 B.120 C.9 1.1979 B.161 C.9

1.1898 B.80 C.9 1.1939 B.121 C.9 1.1980 B.162 C.9

1.1899 B.81 C.9 1.1940 B.122 C.9 1.1981 B.163 C.9

1.1900 B.82 C.9 1.1941 B.123 C.9 1.1982 B.164 C.9

1.1901 B.83 C.9 1.1942 B.124 C.9 1.1983 B.165 C.9

1.1902 B.84 C.9 1.1943 B.125 C.9 1.1984 B.166 C.9

1.1903 B.85 C.9 1.1944 B.126 C.9 1.1985 B.167 C.9

1.1904 B.86 C.9 1.1945 B.127 C.9 1.1986 B.168 C.9

1.1905 B.87 C.9 1.1946 B.128 C.9 1.1987 B.169 C.9

1.1906 B.88 C.9 1.1947 B.129 C.9 1.1988 B.170 C.9

1.1907 B.89 C.9 1.1948 B.130 C.9 1.1989 B.171 C.9

1.1908 B.90 C.9 1.1949 B.131 C.9 1.1990 B.172 C.9

1.1909 B.91 C.9 1.1950 B.132 C.9 1.1991 B.173 C.9

1.1910 B.92 C.9 1.1951 B.133 C.9 1.1992 B.174 C.9

1.191 1 B.93 C.9 1.1952 B.134 C.9 1.1993 B.175 C.9

1.1912 B.94 C.9 1.1953 B.135 C.9 1.1994 B.176 C.9

1.1913 B.95 C.9 1.1954 B.136 C.9 1.1995 B.177 C.9 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.1996 B.178 C.9 1.2037 B.17 C.10 1.2078 B.58 C.10

1.1997 B.179 C.9 1.2038 B.18 C.10 1.2079 B.59 C.10

1.1998 B.180 C.9 1.2039 B.19 C.10 1.2080 B.60 C.10

1.1999 B.181 C.9 1.2040 B.20 C.10 1.2081 B.61 C.10

1.2000 B.182 C.9 1.2041 B.21 C.10 1.2082 B.62 C.10

1.2001 B.183 C.9 1.2042 B.22 C.10 1.2083 B.63 C.10

1.2002 B.184 C.9 1.2043 B.23 C.10 1.2084 B.64 C.10

1.2003 B.185 C.9 1.2044 B.24 C.10 1.2085 B.65 C.10

1.2004 B.186 C.9 1.2045 B.25 C.10 1.2086 B.66 C.10

1.2005 B.187 C.9 1.2046 B.26 C.10 1.2087 B.67 C.10

1.2006 B.188 C.9 1.2047 B.27 C.10 1.2088 B.68 C.10

1.2007 B.189 C.9 1.2048 B.28 C.10 1.2089 B.69 C.10

1.2008 B.190 C.9 1.2049 B.29 C.10 1.2090 B.70 C.10

1.2009 B.191 C.9 1.2050 B.30 C.10 1.2091 B.71 C.10

1.2010 B.192 C.9 1.2051 B.31 C.10 1.2092 B.72 C.10

1.201 1 B.193 C.9 1.2052 B.32 C.10 1.2093 B.73 C.10

1.2012 B.194 C.9 1.2053 B.33 C.10 1.2094 B.74 C.10

1.2013 B.195 C.9 1.2054 B.34 C.10 1.2095 B.75 C.10

1.2014 B.196 C.9 1.2055 B.35 C.10 1.2096 B.76 C.10

1.2015 B.197 C.9 1.2056 B.36 C.10 1.2097 B.77 C.10

1.2016 B.198 C.9 1.2057 B.37 C.10 1.2098 B.78 C.10

1.2017 B.199 C.9 1.2058 B.38 C.10 1.2099 B.79 C.10

1.2018 B.200 C.9 1.2059 B.39 C.10 1.2100 B.80 C.10

1.2019 B.201 C.9 1.2060 B.40 C.10 1.2101 B.81 C.10

1.2020 B.202 C.9 1.2061 B.41 C.10 1.2102 B.82 C.10

1.2021 B.1 C.10 1.2062 B.42 C.10 1.2103 B.83 C.10

1.2022 B.2 C.10 1.2063 B.43 C.10 1.2104 B.84 C.10

1.2023 B.3 C.10 1.2064 B.44 C.10 1.2105 B.85 C.10

1.2024 B.4 C.10 1.2065 B.45 C.10 1.2106 B.86 C.10

1.2025 B.5 C.10 1.2066 B.46 C.10 1.2107 B.87 C.10

1.2026 B.6 C.10 1.2067 B.47 C.10 1.2108 B.88 C.10

1.2027 B.7 C.10 1.2068 B.48 C.10 1.2109 B.89 C.10

1.2028 B.8 C.10 1.2069 B.49 C.10 1.21 10 B.90 C.10

1.2029 B.9 C.10 1.2070 B.50 C.10 1.21 1 1 B.91 C.10

1.2030 B.10 C.10 1.2071 B.51 C.10 1.21 12 B.92 C.10

1.2031 B.1 1 C.10 1.2072 B.52 C.10 1.21 13 B.93 C.10

1.2032 B.12 C.10 1.2073 B.53 C.10 1.21 14 B.94 C.10

1.2033 B.13 C.10 1.2074 B.54 C.10 1.21 15 B.95 C.10

1.2034 B.14 C.10 1.2075 B.55 C.10 1.21 16 B.96 C.10

1.2035 B.15 C.10 1.2076 B.56 C.10 1.21 17 B.97 C.10

1.2036 B.16 C.10 1.2077 B.57 C.10 1.21 18 B.98 C.10 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.21 19 B.99 C.10 1.2160 B.140 C.10 1.2201 B.181 C.10

1.2120 B.100 C.10 1.2161 B.141 C.10 1.2202 B.182 C.10

1.2121 B.101 C.10 1.2162 B.142 C.10 1.2203 B.183 C.10

1.2122 B.102 C.10 1.2163 B.143 C.10 1.2204 B.184 C.10

1.2123 B.103 C.10 1.2164 B.144 C.10 1.2205 B.185 C.10

1.2124 B.104 C.10 1.2165 B.145 C.10 1.2206 B.186 C.10

1.2125 B.105 C.10 1.2166 B.146 C.10 1.2207 B.187 C.10

1.2126 B.106 C.10 1.2167 B.147 C.10 1.2208 B.188 C.10

1.2127 B.107 C.10 1.2168 B.148 C.10 1.2209 B.189 C.10

1.2128 B.108 C.10 1.2169 B.149 C.10 1.2210 B.190 C.10

1.2129 B.109 C.10 1.2170 B.150 C.10 1.221 1 B.191 C.10

1.2130 B.1 10 C.10 1.2171 B.151 C.10 1.2212 B.192 C.10

1.2131 B.1 1 1 C.10 1.2172 B.152 C.10 1.2213 B.193 C.10

1.2132 B.1 12 C.10 1.2173 B.153 C.10 1.2214 B.194 C.10

1.2133 B.1 13 C.10 1.2174 B.154 C.10 1.2215 B.195 C.10

1.2134 B.1 14 C.10 1.2175 B.155 C.10 1.2216 B.196 C.10

1.2135 B.1 15 C.10 1.2176 B.156 C.10 1.2217 B.197 C.10

1.2136 B.1 16 C.10 1.2177 B.157 C.10 1.2218 B.198 C.10

1.2137 B.1 17 C.10 1.2178 B.158 C.10 1.2219 B.199 C.10

1.2138 B.1 18 C.10 1.2179 B.159 C.10 1.2220 B.200 C.10

1.2139 B.1 19 C.10 1.2180 B.160 C.10 1.2221 B.201 C.10

1.2140 B.120 C.10 1.2181 B.161 C.10 1.2222 B.202 C.10

1.2141 B.121 C.10 1.2182 B.162 C.10 1.2223 B.1 C.1 1

1.2142 B.122 C.10 1.2183 B.163 C.10 1.2224 B.2 C.1 1

1.2143 B.123 C.10 1.2184 B.164 C.10 1.2225 B.3 C.1 1

1.2144 B.124 C.10 1.2185 B.165 C.10 1.2226 B.4 C.1 1

1.2145 B.125 C.10 1.2186 B.166 C.10 1.2227 B.5 C.1 1

1.2146 B.126 C.10 1.2187 B.167 C.10 1.2228 B.6 C.1 1

1.2147 B.127 C.10 1.2188 B.168 C.10 1.2229 B.7 C.1 1

1.2148 B.128 C.10 1.2189 B.169 C.10 1.2230 B.8 C.1 1

1.2149 B.129 C.10 1.2190 B.170 C.10 1.2231 B.9 C.1 1

1.2150 B.130 C.10 1.2191 B.171 C.10 1.2232 B.10 C.1 1

1.2151 B.131 C.10 1.2192 B.172 C.10 1.2233 B.1 1 C.1 1

1.2152 B.132 C.10 1.2193 B.173 C.10 1.2234 B.12 C.1 1

1.2153 B.133 C.10 1.2194 B.174 C.10 1.2235 B.13 C.1 1

1.2154 B.134 C.10 1.2195 B.175 C.10 1.2236 B.14 C.1 1

1.2155 B.135 C.10 1.2196 B.176 C.10 1.2237 B.15 C.1 1

1.2156 B.136 C.10 1.2197 B.177 C.10 1.2238 B.16 C.1 1

1.2157 B.137 C.10 1.2198 B.178 C.10 1.2239 B.17 C.1 1

1.2158 B.138 C.10 1.2199 B.179 C.10 1.2240 B.18 C.1 1

1.2159 B.139 C.10 1.2200 B.180 C.10 1.2241 B.19 C.1 1 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.2242 B.20 C.11 1.2283 B.61 C.11 1.2324 B.102 C.11

1.2243 B.21 C.11 1.2284 B.62 C.11 1.2325 B.103 C.11

1.2244 B.22 C.11 1.2285 B.63 C.11 1.2326 B.104 C.11

1.2245 B.23 C.11 1.2286 B.64 C.11 1.2327 B.105 C.11

1.2246 B.24 C.11 1.2287 B.65 C.11 1.2328 B.106 C.11

1.2247 B.25 C.11 1.2288 B.66 C.11 1.2329 B.107 C.11

1.2248 B.26 C.11 1.2289 B.67 C.11 1.2330 B.108 C.11

1.2249 B.27 C.11 1.2290 B.68 C.11 1.2331 B.109 C.11

1.2250 B.28 C.11 1.2291 B.69 C.11 1.2332 B.110 C.11

1.2251 B.29 C.11 1.2292 B.70 C.11 1.2333 B.111 C.11

1.2252 B.30 C.11 1.2293 B.71 C.11 1.2334 B.112 C.11

1.2253 B.31 C.11 1.2294 B.72 C.11 1.2335 B.113 C.11

1.2254 B.32 C.11 1.2295 B.73 C.11 1.2336 B.114 C.11

1.2255 B.33 C.11 1.2296 B.74 C.11 1.2337 B.115 C.11

1.2256 B.34 C.11 1.2297 B.75 C.11 1.2338 B.116 C.11

1.2257 B.35 C.11 1.2298 B.76 C.11 1.2339 B.117 C.11

1.2258 B.36 C.11 1.2299 B.77 C.11 1.2340 B.118 C.11

1.2259 B.37 C.11 1.2300 B.78 C.11 1.2341 B.119 C.11

1.2260 B.38 C.11 1.2301 B.79 C.11 1.2342 B.120 C.11

1.2261 B.39 C.11 1.2302 B.80 C.11 1.2343 B.121 C.11

1.2262 B.40 C.11 1.2303 B.81 C.11 1.2344 B.122 C.11

1.2263 B.41 C.11 1.2304 B.82 C.11 1.2345 B.123 C.11

1.2264 B.42 C.11 1.2305 B.83 C.11 1.2346 B.124 C.11

1.2265 B.43 C.11 1.2306 B.84 C.11 1.2347 B.125 C.11

1.2266 B.44 C.11 1.2307 B.85 C.11 1.2348 B.126 C.11

1.2267 B.45 C.11 1.2308 B.86 C.11 1.2349 B.127 C.11

1.2268 B.46 C.11 1.2309 B.87 C.11 1.2350 B.128 C.11

1.2269 B.47 C.11 1.2310 B.88 C.11 1.2351 B.129 C.11

1.2270 B.48 C.11 1.2311 B.89 C.11 1.2352 B.130 C.11

1.2271 B.49 C.11 1.2312 B.90 C.11 1.2353 B.131 C.11

1.2272 B.50 C.11 1.2313 B.91 C.11 1.2354 B.132 C.11

1.2273 B.51 C.11 1.2314 B.92 C.11 1.2355 B.133 C.11

1.2274 B.52 C.11 1.2315 B.93 C.11 1.2356 B.134 C.11

1.2275 B.53 C.11 1.2316 B.94 C.11 1.2357 B.135 C.11

1.2276 B.54 C.11 1.2317 B.95 C.11 1.2358 B.136 C.11

1.2277 B.55 C.11 1.2318 B.96 C.11 1.2359 B.137 C.11

1.2278 B.56 C.11 1.2319 B.97 C.11 1.2360 B.138 C.11

1.2279 B.57 C.11 1.2320 B.98 C.11 1.2361 B.139 C.11

1.2280 B.58 C.11 1.2321 B.99 C.11 1.2362 B.140 C.11

1.2281 B.59 C.11 1.2322 B.100 C.11 1.2363 B.141 C.11

1.2282 B.60 C.11 1.2323 B.101 C.11 1.2364 B.142 C.11 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.2365 B.143 C.11 1.2406 B.184 C.11 1.2447 B.23 C.12

1.2366 B.144 C.11 1.2407 B.185 C.11 1.2448 B.24 C.12

1.2367 B.145 C.11 1.2408 B.186 C.11 1.2449 B.25 C.12

1.2368 B.146 C.11 1.2409 B.187 C.11 1.2450 B.26 C.12

1.2369 B.147 C.11 1.2410 B.188 C.11 1.2451 B.27 C.12

1.2370 B.148 C.11 1.2411 B.189 C.11 1.2452 B.28 C.12

1.2371 B.149 C.11 1.2412 B.190 C.11 1.2453 B.29 C.12

1.2372 B.150 C.11 1.2413 B.191 C.11 1.2454 B.30 C.12

1.2373 B.151 C.11 1.2414 B.192 C.11 1.2455 B.31 C.12

1.2374 B.152 C.11 1.2415 B.193 C.11 1.2456 B.32 C.12

1.2375 B.153 C.11 1.2416 B.194 C.11 1.2457 B.33 C.12

1.2376 B.154 C.11 1.2417 B.195 C.11 1.2458 B.34 C.12

1.2377 B.155 C.11 1.2418 B.196 C.11 1.2459 B.35 C.12

1.2378 B.156 C.11 1.2419 B.197 C.11 1.2460 B.36 C.12

1.2379 B.157 C.11 1.2420 B.198 C.11 1.2461 B.37 C.12

1.2380 B.158 C.11 1.2421 B.199 C.11 1.2462 B.38 C.12

1.2381 B.159 C.11 1.2422 B.200 C.11 1.2463 B.39 C.12

1.2382 B.160 C.11 1.2423 B.201 C.11 1.2464 B.40 C.12

1.2383 B.161 C.11 1.2424 B.202 C.11 1.2465 B.41 C.12

1.2384 B.162 C.11 1.2425 B.1 C.12 1.2466 B.42 C.12

1.2385 B.163 C.11 1.2426 B.2 C.12 1.2467 B.43 C.12

1.2386 B.164 C.11 1.2427 B.3 C.12 1.2468 B.44 C.12

1.2387 B.165 C.11 1.2428 B.4 C.12 1.2469 B.45 C.12

1.2388 B.166 C.11 1.2429 B.5 C.12 1.2470 B.46 C.12

1.2389 B.167 C.11 1.2430 B.6 C.12 1.2471 B.47 C.12

1.2390 B.168 C.11 1.2431 B.7 C.12 1.2472 B.48 C.12

1.2391 B.169 C.11 1.2432 B.8 C.12 1.2473 B.49 C.12

1.2392 B.170 C.11 1.2433 B.9 C.12 1.2474 B.50 C.12

1.2393 B.171 C.11 1.2434 B.10 C.12 1.2475 B.51 C.12

1.2394 B.172 C.11 1.2435 B.11 C.12 1.2476 B.52 C.12

1.2395 B.173 C.11 1.2436 B.12 C.12 1.2477 B.53 C.12

1.2396 B.174 C.11 1.2437 B.13 C.12 1.2478 B.54 C.12

1.2397 B.175 C.11 1.2438 B.14 C.12 1.2479 B.55 C.12

1.2398 B.176 C.11 1.2439 B.15 C.12 1.2480 B.56 C.12

1.2399 B.177 C.11 1.2440 B.16 C.12 1.2481 B.57 C.12

1.2400 B.178 C.11 1.2441 B.17 C.12 1.2482 B.58 C.12

1.2401 B.179 C.11 1.2442 B.18 C.12 1.2483 B.59 C.12

1.2402 B.180 C.11 1.2443 B.19 C.12 1.2484 B.60 C.12

1.2403 B.181 C.11 1.2444 B.20 C.12 1.2485 B.61 C.12

1.2404 B.182 C.11 1.2445 B.21 C.12 1.2486 B.62 C.12

1.2405 B.183 C.11 1.2446 B.22 C.12 1.2487 B.63 C.12 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.2488 B.64 C.12 1.2529 B.105 C.12 1.2570 B.146 C.12

1.2489 B.65 C.12 1.2530 B.106 C.12 1.2571 B.147 C.12

1.2490 B.66 C.12 1.2531 B.107 C.12 1.2572 B.148 C.12

1.2491 B.67 C.12 1.2532 B.108 C.12 1.2573 B.149 C.12

1.2492 B.68 C.12 1.2533 B.109 C.12 1.2574 B.150 C.12

1.2493 B.69 C.12 1.2534 B.1 10 C.12 1.2575 B.151 C.12

1.2494 B.70 C.12 1.2535 B.1 1 1 C.12 1.2576 B.152 C.12

1.2495 B.71 C.12 1.2536 B.1 12 C.12 1.2577 B.153 C.12

1.2496 B.72 C.12 1.2537 B.1 13 C.12 1.2578 B.154 C.12

1.2497 B.73 C.12 1.2538 B.1 14 C.12 1.2579 B.155 C.12

1.2498 B.74 C.12 1.2539 B.1 15 C.12 1.2580 B.156 C.12

1.2499 B.75 C.12 1.2540 B.1 16 C.12 1.2581 B.157 C.12

1.2500 B.76 C.12 1.2541 B.1 17 C.12 1.2582 B.158 C.12

1.2501 B.77 C.12 1.2542 B.1 18 C.12 1.2583 B.159 C.12

1.2502 B.78 C.12 1.2543 B.1 19 C.12 1.2584 B.160 C.12

1.2503 B.79 C.12 1.2544 B.120 C.12 1.2585 B.161 C.12

1.2504 B.80 C.12 1.2545 B.121 C.12 1.2586 B.162 C.12

1.2505 B.81 C.12 1.2546 B.122 C.12 1.2587 B.163 C.12

1.2506 B.82 C.12 1.2547 B.123 C.12 1.2588 B.164 C.12

1.2507 B.83 C.12 1.2548 B.124 C.12 1.2589 B.165 C.12

1.2508 B.84 C.12 1.2549 B.125 C.12 1.2590 B.166 C.12

1.2509 B.85 C.12 1.2550 B.126 C.12 1.2591 B.167 C.12

1.2510 B.86 C.12 1.2551 B.127 C.12 1.2592 B.168 C.12

1.251 1 B.87 C.12 1.2552 B.128 C.12 1.2593 B.169 C.12

1.2512 B.88 C.12 1.2553 B.129 C.12 1.2594 B.170 C.12

1.2513 B.89 C.12 1.2554 B.130 C.12 1.2595 B.171 C.12

1.2514 B.90 C.12 1.2555 B.131 C.12 1.2596 B.172 C.12

1.2515 B.91 C.12 1.2556 B.132 C.12 1.2597 B.173 C.12

1.2516 B.92 C.12 1.2557 B.133 C.12 1.2598 B.174 C.12

1.2517 B.93 C.12 1.2558 B.134 C.12 1.2599 B.175 C.12

1.2518 B.94 C.12 1.2559 B.135 C.12 1.2600 B.176 C.12

1.2519 B.95 C.12 1.2560 B.136 C.12 1.2601 B.177 C.12

1.2520 B.96 C.12 1.2561 B.137 C.12 1.2602 B.178 C.12

1.2521 B.97 C.12 1.2562 B.138 C.12 1.2603 B.179 C.12

1.2522 B.98 C.12 1.2563 B.139 C.12 1.2604 B.180 C.12

1.2523 B.99 C.12 1.2564 B.140 C.12 1.2605 B.181 C.12

1.2524 B.100 C.12 1.2565 B.141 C.12 1.2606 B.182 C.12

1.2525 B.101 C.12 1.2566 B.142 C.12 1.2607 B.183 C.12

1.2526 B.102 C.12 1.2567 B.143 C.12 1.2608 B.184 C.12

1.2527 B.103 C.12 1.2568 B.144 C.12 1.2609 B.185 C.12

1.2528 B.104 C.12 1.2569 B.145 C.12 1.2610 B.186 C.12 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.261 1 B.187 C.12 1.2652 B.26 C.13 1.2693 B.67 C.13

1.2612 B.188 C.12 1.2653 B.27 C.13 1.2694 B.68 C.13

1.2613 B.189 C.12 1.2654 B.28 C.13 1.2695 B.69 C.13

1.2614 B.190 C.12 1.2655 B.29 C.13 1.2696 B.70 C.13

1.2615 B.191 C.12 1.2656 B.30 C.13 1.2697 B.71 C.13

1.2616 B.192 C.12 1.2657 B.31 C.13 1.2698 B.72 C.13

1.2617 B.193 C.12 1.2658 B.32 C.13 1.2699 B.73 C.13

1.2618 B.194 C.12 1.2659 B.33 C.13 1.2700 B.74 C.13

1.2619 B.195 C.12 1.2660 B.34 C.13 1.2701 B.75 C.13

1.2620 B.196 C.12 1.2661 B.35 C.13 1.2702 B.76 C.13

1.2621 B.197 C.12 1.2662 B.36 C.13 1.2703 B.77 C.13

1.2622 B.198 C.12 1.2663 B.37 C.13 1.2704 B.78 C.13

1.2623 B.199 C.12 1.2664 B.38 C.13 1.2705 B.79 C.13

1.2624 B.200 C.12 1.2665 B.39 C.13 1.2706 B.80 C.13

1.2625 B.201 C.12 1.2666 B.40 C.13 1.2707 B.81 C.13

1.2626 B.202 C.12 1.2667 B.41 C.13 1.2708 B.82 C.13

1.2627 B.1 C.13 1.2668 B.42 C.13 1.2709 B.83 C.13

1.2628 B.2 C.13 1.2669 B.43 C.13 1.2710 B.84 C.13

1.2629 B.3 C.13 1.2670 B.44 C.13 1.271 1 B.85 C.13

1.2630 B.4 C.13 1.2671 B.45 C.13 1.2712 B.86 C.13

1.2631 B.5 C.13 1.2672 B.46 C.13 1.2713 B.87 C.13

1.2632 B.6 C.13 1.2673 B.47 C.13 1.2714 B.88 C.13

1.2633 B.7 C.13 1.2674 B.48 C.13 1.2715 B.89 C.13

1.2634 B.8 C.13 1.2675 B.49 C.13 1.2716 B.90 C.13

1.2635 B.9 C.13 1.2676 B.50 C.13 1.2717 B.91 C.13

1.2636 B.10 C.13 1.2677 B.51 C.13 1.2718 B.92 C.13

1.2637 B.1 1 C.13 1.2678 B.52 C.13 1.2719 B.93 C.13

1.2638 B.12 C.13 1.2679 B.53 C.13 1.2720 B.94 C.13

1.2639 B.13 C.13 1.2680 B.54 C.13 1.2721 B.95 C.13

1.2640 B.14 C.13 1.2681 B.55 C.13 1.2722 B.96 C.13

1.2641 B.15 C.13 1.2682 B.56 C.13 1.2723 B.97 C.13

1.2642 B.16 C.13 1.2683 B.57 C.13 1.2724 B.98 C.13

1.2643 B.17 C.13 1.2684 B.58 C.13 1.2725 B.99 C.13

1.2644 B.18 C.13 1.2685 B.59 C.13 1.2726 B.100 C.13

1.2645 B.19 C.13 1.2686 B.60 C.13 1.2727 B.101 C.13

1.2646 B.20 C.13 1.2687 B.61 C.13 1.2728 B.102 C.13

1.2647 B.21 C.13 1.2688 B.62 C.13 1.2729 B.103 C.13

1.2648 B.22 C.13 1.2689 B.63 C.13 1.2730 B.104 C.13

1.2649 B.23 C.13 1.2690 B.64 C.13 1.2731 B.105 C.13

1.2650 B.24 C.13 1.2691 B.65 C.13 1.2732 B.106 C.13

1.2651 B.25 C.13 1.2692 B.66 C.13 1.2733 B.107 C.13 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.2734 B.108 C.13 1.2775 B.149 C.13 1.2816 B.190 C.13

1.2735 B.109 C.13 1.2776 B.150 C.13 1.2817 B.191 C.13

1.2736 B.1 10 C.13 1.2777 B.151 C.13 1.2818 B.192 C.13

1.2737 B.1 1 1 C.13 1.2778 B.152 C.13 1.2819 B.193 C.13

1.2738 B.1 12 C.13 1.2779 B.153 C.13 1.2820 B.194 C.13

1.2739 B.1 13 C.13 1.2780 B.154 C.13 1.2821 B.195 C.13

1.2740 B.1 14 C.13 1.2781 B.155 C.13 1.2822 B.196 C.13

1.2741 B.1 15 C.13 1.2782 B.156 C.13 1.2823 B.197 C.13

1.2742 B.1 16 C.13 1.2783 B.157 C.13 1.2824 B.198 C.13

1.2743 B.1 17 C.13 1.2784 B.158 C.13 1.2825 B.199 C.13

1.2744 B.1 18 C.13 1.2785 B.159 C.13 1.2826 B.200 C.13

1.2745 B.1 19 C.13 1.2786 B.160 C.13 1.2827 B.201 C.13

1.2746 B.120 C.13 1.2787 B.161 C.13 1.2828 B.202 C.13

1.2747 B.121 C.13 1.2788 B.162 C.13 1.2829 B.1 C.14

1.2748 B.122 C.13 1.2789 B.163 C.13 1.2830 B.2 C.14

1.2749 B.123 C.13 1.2790 B.164 C.13 1.2831 B.3 C.14

1.2750 B.124 C.13 1.2791 B.165 C.13 1.2832 B.4 C.14

1.2751 B.125 C.13 1.2792 B.166 C.13 1.2833 B.5 C.14

1.2752 B.126 C.13 1.2793 B.167 C.13 1.2834 B.6 C.14

1.2753 B.127 C.13 1.2794 B.168 C.13 1.2835 B.7 C.14

1.2754 B.128 C.13 1.2795 B.169 C.13 1.2836 B.8 C.14

1.2755 B.129 C.13 1.2796 B.170 C.13 1.2837 B.9 C.14

1.2756 B.130 C.13 1.2797 B.171 C.13 1.2838 B.10 C.14

1.2757 B.131 C.13 1.2798 B.172 C.13 1.2839 B.1 1 C.14

1.2758 B.132 C.13 1.2799 B.173 C.13 1.2840 B.12 C.14

1.2759 B.133 C.13 1.2800 B.174 C.13 1.2841 B.13 C.14

1.2760 B.134 C.13 1.2801 B.175 C.13 1.2842 B.14 C.14

1.2761 B.135 C.13 1.2802 B.176 C.13 1.2843 B.15 C.14

1.2762 B.136 C.13 1.2803 B.177 C.13 1.2844 B.16 C.14

1.2763 B.137 C.13 1.2804 B.178 C.13 1.2845 B.17 C.14

1.2764 B.138 C.13 1.2805 B.179 C.13 1.2846 B.18 C.14

1.2765 B.139 C.13 1.2806 B.180 C.13 1.2847 B.19 C.14

1.2766 B.140 C.13 1.2807 B.181 C.13 1.2848 B.20 C.14

1.2767 B.141 C.13 1.2808 B.182 C.13 1.2849 B.21 C.14

1.2768 B.142 C.13 1.2809 B.183 C.13 1.2850 B.22 C.14

1.2769 B.143 C.13 1.2810 B.184 C.13 1.2851 B.23 C.14

1.2770 B.144 C.13 1.281 1 B.185 C.13 1.2852 B.24 C.14

1.2771 B.145 C.13 1.2812 B.186 C.13 1.2853 B.25 C.14

1.2772 B.146 C.13 1.2813 B.187 C.13 1.2854 B.26 C.14

1.2773 B.147 C.13 1.2814 B.188 C.13 1.2855 B.27 C.14

1.2774 B.148 C.13 1.2815 B.189 C.13 1.2856 B.28 C.14 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.2857 B.29 C.14 1.2898 B.70 C.14 1.2939 B.1 1 1 C.14

1.2858 B.30 C.14 1.2899 B.71 C.14 1.2940 B.1 12 C.14

1.2859 B.31 C.14 1.2900 B.72 C.14 1.2941 B.1 13 C.14

1.2860 B.32 C.14 1.2901 B.73 C.14 1.2942 B.1 14 C.14

1.2861 B.33 C.14 1.2902 B.74 C.14 1.2943 B.1 15 C.14

1.2862 B.34 C.14 1.2903 B.75 C.14 1.2944 B.1 16 C.14

1.2863 B.35 C.14 1.2904 B.76 C.14 1.2945 B.1 17 C.14

1.2864 B.36 C.14 1.2905 B.77 C.14 1.2946 B.1 18 C.14

1.2865 B.37 C.14 1.2906 B.78 C.14 1.2947 B.1 19 C.14

1.2866 B.38 C.14 1.2907 B.79 C.14 1.2948 B.120 C.14

1.2867 B.39 C.14 1.2908 B.80 C.14 1.2949 B.121 C.14

1.2868 B.40 C.14 1.2909 B.81 C.14 1.2950 B.122 C.14

1.2869 B.41 C.14 1.2910 B.82 C.14 1.2951 B.123 C.14

1.2870 B.42 C.14 1.291 1 B.83 C.14 1.2952 B.124 C.14

1.2871 B.43 C.14 1.2912 B.84 C.14 1.2953 B.125 C.14

1.2872 B.44 C.14 1.2913 B.85 C.14 1.2954 B.126 C.14

1.2873 B.45 C.14 1.2914 B.86 C.14 1.2955 B.127 C.14

1.2874 B.46 C.14 1.2915 B.87 C.14 1.2956 B.128 C.14

1.2875 B.47 C.14 1.2916 B.88 C.14 1.2957 B.129 C.14

1.2876 B.48 C.14 1.2917 B.89 C.14 1.2958 B.130 C.14

1.2877 B.49 C.14 1.2918 B.90 C.14 1.2959 B.131 C.14

1.2878 B.50 C.14 1.2919 B.91 C.14 1.2960 B.132 C.14

1.2879 B.51 C.14 1.2920 B.92 C.14 1.2961 B.133 C.14

1.2880 B.52 C.14 1.2921 B.93 C.14 1.2962 B.134 C.14

1.2881 B.53 C.14 1.2922 B.94 C.14 1.2963 B.135 C.14

1.2882 B.54 C.14 1.2923 B.95 C.14 1.2964 B.136 C.14

1.2883 B.55 C.14 1.2924 B.96 C.14 1.2965 B.137 C.14

1.2884 B.56 C.14 1.2925 B.97 C.14 1.2966 B.138 C.14

1.2885 B.57 C.14 1.2926 B.98 C.14 1.2967 B.139 C.14

1.2886 B.58 C.14 1.2927 B.99 C.14 1.2968 B.140 C.14

1.2887 B.59 C.14 1.2928 B.100 C.14 1.2969 B.141 C.14

1.2888 B.60 C.14 1.2929 B.101 C.14 1.2970 B.142 C.14

1.2889 B.61 C.14 1.2930 B.102 C.14 1.2971 B.143 C.14

1.2890 B.62 C.14 1.2931 B.103 C.14 1.2972 B.144 C.14

1.2891 B.63 C.14 1.2932 B.104 C.14 1.2973 B.145 C.14

1.2892 B.64 C.14 1.2933 B.105 C.14 1.2974 B.146 C.14

1.2893 B.65 C.14 1.2934 B.106 C.14 1.2975 B.147 C.14

1.2894 B.66 C.14 1.2935 B.107 C.14 1.2976 B.148 C.14

1.2895 B.67 C.14 1.2936 B.108 C.14 1.2977 B.149 C.14

1.2896 B.68 C.14 1.2937 B.109 C.14 1.2978 B.150 C.14

1.2897 B.69 C.14 1.2938 B.1 10 C.14 1.2979 B.151 C.14 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.2980 B.152 C.14 1.3021 B.193 C.14 1.3062 B.32 C.15

1.2981 B.153 C.14 1.3022 B.194 C.14 1.3063 B.33 C.15

1.2982 B.154 C.14 1.3023 B.195 C.14 1.3064 B.34 C.15

1.2983 B.155 C.14 1.3024 B.196 C.14 1.3065 B.35 C.15

1.2984 B.156 C.14 1.3025 B.197 C.14 1.3066 B.36 C.15

1.2985 B.157 C.14 1.3026 B.198 C.14 1.3067 B.37 C.15

1.2986 B.158 C.14 1.3027 B.199 C.14 1.3068 B.38 C.15

1.2987 B.159 C.14 1.3028 B.200 C.14 1.3069 B.39 C.15

1.2988 B.160 C.14 1.3029 B.201 C.14 1.3070 B.40 C.15

1.2989 B.161 C.14 1.3030 B.202 C.14 1.3071 B.41 C.15

1.2990 B.162 C.14 1.3031 B.1 C.15 1.3072 B.42 C.15

1.2991 B.163 C.14 1.3032 B.2 C.15 1.3073 B.43 C.15

1.2992 B.164 C.14 1.3033 B.3 C.15 1.3074 B.44 C.15

1.2993 B.165 C.14 1.3034 B.4 C.15 1.3075 B.45 C.15

1.2994 B.166 C.14 1.3035 B.5 C.15 1.3076 B.46 C.15

1.2995 B.167 C.14 1.3036 B.6 C.15 1.3077 B.47 C.15

1.2996 B.168 C.14 1.3037 B.7 C.15 1.3078 B.48 C.15

1.2997 B.169 C.14 1.3038 B.8 C.15 1.3079 B.49 C.15

1.2998 B.170 C.14 1.3039 B.9 C.15 1.3080 B.50 C.15

1.2999 B.171 C.14 1.3040 B.10 C.15 1.3081 B.51 C.15

1.3000 B.172 C.14 1.3041 B.1 1 C.15 1.3082 B.52 C.15

1.3001 B.173 C.14 1.3042 B.12 C.15 1.3083 B.53 C.15

1.3002 B.174 C.14 1.3043 B.13 C.15 1.3084 B.54 C.15

1.3003 B.175 C.14 1.3044 B.14 C.15 1.3085 B.55 C.15

1.3004 B.176 C.14 1.3045 B.15 C.15 1.3086 B.56 C.15

1.3005 B.177 C.14 1.3046 B.16 C.15 1.3087 B.57 C.15

1.3006 B.178 C.14 1.3047 B.17 C.15 1.3088 B.58 C.15

1.3007 B.179 C.14 1.3048 B.18 C.15 1.3089 B.59 C.15

1.3008 B.180 C.14 1.3049 B.19 C.15 1.3090 B.60 C.15

1.3009 B.181 C.14 1.3050 B.20 C.15 1.3091 B.61 C.15

1.3010 B.182 C.14 1.3051 B.21 C.15 1.3092 B.62 C.15

1.301 1 B.183 C.14 1.3052 B.22 C.15 1.3093 B.63 C.15

1.3012 B.184 C.14 1.3053 B.23 C.15 1.3094 B.64 C.15

1.3013 B.185 C.14 1.3054 B.24 C.15 1.3095 B.65 C.15

1.3014 B.186 C.14 1.3055 B.25 C.15 1.3096 B.66 C.15

1.3015 B.187 C.14 1.3056 B.26 C.15 1.3097 B.67 C.15

1.3016 B.188 C.14 1.3057 B.27 C.15 1.3098 B.68 C.15

1.3017 B.189 C.14 1.3058 B.28 C.15 1.3099 B.69 C.15

1.3018 B.190 C.14 1.3059 B.29 C.15 1.3100 B.70 C.15

1.3019 B.191 C.14 1.3060 B.30 C.15 1.3101 B.71 C.15

1.3020 B.192 C.14 1.3061 B.31 C.15 1.3102 B.72 C.15 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.3103 B.73 C.15 1.3144 B.1 14 C.15 1.3185 B.155 C.15

1.3104 B.74 C.15 1.3145 B.1 15 C.15 1.3186 B.156 C.15

1.3105 B.75 C.15 1.3146 B.1 16 C.15 1.3187 B.157 C.15

1.3106 B.76 C.15 1.3147 B.1 17 C.15 1.3188 B.158 C.15

1.3107 B.77 C.15 1.3148 B.1 18 C.15 1.3189 B.159 C.15

1.3108 B.78 C.15 1.3149 B.1 19 C.15 1.3190 B.160 C.15

1.3109 B.79 C.15 1.3150 B.120 C.15 1.3191 B.161 C.15

1.31 10 B.80 C.15 1.3151 B.121 C.15 1.3192 B.162 C.15

1.31 1 1 B.81 C.15 1.3152 B.122 C.15 1.3193 B.163 C.15

1.31 12 B.82 C.15 1.3153 B.123 C.15 1.3194 B.164 C.15

1.31 13 B.83 C.15 1.3154 B.124 C.15 1.3195 B.165 C.15

1.31 14 B.84 C.15 1.3155 B.125 C.15 1.3196 B.166 C.15

1.31 15 B.85 C.15 1.3156 B.126 C.15 1.3197 B.167 C.15

1.31 16 B.86 C.15 1.3157 B.127 C.15 1.3198 B.168 C.15

1.31 17 B.87 C.15 1.3158 B.128 C.15 1.3199 B.169 C.15

1.31 18 B.88 C.15 1.3159 B.129 C.15 1.3200 B.170 C.15

1.31 19 B.89 C.15 1.3160 B.130 C.15 1.3201 B.171 C.15

1.3120 B.90 C.15 1.3161 B.131 C.15 1.3202 B.172 C.15

1.3121 B.91 C.15 1.3162 B.132 C.15 1.3203 B.173 C.15

1.3122 B.92 C.15 1.3163 B.133 C.15 1.3204 B.174 C.15

1.3123 B.93 C.15 1.3164 B.134 C.15 1.3205 B.175 C.15

1.3124 B.94 C.15 1.3165 B.135 C.15 1.3206 B.176 C.15

1.3125 B.95 C.15 1.3166 B.136 C.15 1.3207 B.177 C.15

1.3126 B.96 C.15 1.3167 B.137 C.15 1.3208 B.178 C.15

1.3127 B.97 C.15 1.3168 B.138 C.15 1.3209 B.179 C.15

1.3128 B.98 C.15 1.3169 B.139 C.15 1.3210 B.180 C.15

1.3129 B.99 C.15 1.3170 B.140 C.15 1.321 1 B.181 C.15

1.3130 B.100 C.15 1.3171 B.141 C.15 1.3212 B.182 C.15

1.3131 B.101 C.15 1.3172 B.142 C.15 1.3213 B.183 C.15

1.3132 B.102 C.15 1.3173 B.143 C.15 1.3214 B.184 C.15

1.3133 B.103 C.15 1.3174 B.144 C.15 1.3215 B.185 C.15

1.3134 B.104 C.15 1.3175 B.145 C.15 1.3216 B.186 C.15

1.3135 B.105 C.15 1.3176 B.146 C.15 1.3217 B.187 C.15

1.3136 B.106 C.15 1.3177 B.147 C.15 1.3218 B.188 C.15

1.3137 B.107 C.15 1.3178 B.148 C.15 1.3219 B.189 C.15

1.3138 B.108 C.15 1.3179 B.149 C.15 1.3220 B.190 C.15

1.3139 B.109 C.15 1.3180 B.150 C.15 1.3221 B.191 C.15

1.3140 B.1 10 C.15 1.3181 B.151 C.15 1.3222 B.192 C.15

1.3141 B.1 1 1 C.15 1.3182 B.152 C.15 1.3223 B.193 C.15

1.3142 B.1 12 C.15 1.3183 B.153 C.15 1.3224 B.194 C.15

1.3143 B.1 13 C.15 1.3184 B.154 C.15 1.3225 B.195 C.15 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.3226 B.196 C.15 1.3267 B.35 C.16 1.3308 B.76 C.16

1.3227 B.197 C.15 1.3268 B.36 C.16 1.3309 B.77 C.16

1.3228 B.198 C.15 1.3269 B.37 C.16 1.3310 B.78 C.16

1.3229 B.199 C.15 1.3270 B.38 C.16 1.331 1 B.79 C.16

1.3230 B.200 C.15 1.3271 B.39 C.16 1.3312 B.80 C.16

1.3231 B.201 C.15 1.3272 B.40 C.16 1.3313 B.81 C.16

1.3232 B.202 C.15 1.3273 B.41 C.16 1.3314 B.82 C.16

1.3233 B.1 C.16 1.3274 B.42 C.16 1.3315 B.83 C.16

1.3234 B.2 C.16 1.3275 B.43 C.16 1.3316 B.84 C.16

1.3235 B.3 C.16 1.3276 B.44 C.16 1.3317 B.85 C.16

1.3236 B.4 C.16 1.3277 B.45 C.16 1.3318 B.86 C.16

1.3237 B.5 C.16 1.3278 B.46 C.16 1.3319 B.87 C.16

1.3238 B.6 C.16 1.3279 B.47 C.16 1.3320 B.88 C.16

1.3239 B.7 C.16 1.3280 B.48 C.16 1.3321 B.89 C.16

1.3240 B.8 C.16 1.3281 B.49 C.16 1.3322 B.90 C.16

1.3241 B.9 C.16 1.3282 B.50 C.16 1.3323 B.91 C.16

1.3242 B.10 C.16 1.3283 B.51 C.16 1.3324 B.92 C.16

1.3243 B.1 1 C.16 1.3284 B.52 C.16 1.3325 B.93 C.16

1.3244 B.12 C.16 1.3285 B.53 C.16 1.3326 B.94 C.16

1.3245 B.13 C.16 1.3286 B.54 C.16 1.3327 B.95 C.16

1.3246 B.14 C.16 1.3287 B.55 C.16 1.3328 B.96 C.16

1.3247 B.15 C.16 1.3288 B.56 C.16 1.3329 B.97 C.16

1.3248 B.16 C.16 1.3289 B.57 C.16 1.3330 B.98 C.16

1.3249 B.17 C.16 1.3290 B.58 C.16 1.3331 B.99 C.16

1.3250 B.18 C.16 1.3291 B.59 C.16 1.3332 B.100 C.16

1.3251 B.19 C.16 1.3292 B.60 C.16 1.3333 B.101 C.16

1.3252 B.20 C.16 1.3293 B.61 C.16 1.3334 B.102 C.16

1.3253 B.21 C.16 1.3294 B.62 C.16 1.3335 B.103 C.16

1.3254 B.22 C.16 1.3295 B.63 C.16 1.3336 B.104 C.16

1.3255 B.23 C.16 1.3296 B.64 C.16 1.3337 B.105 C.16

1.3256 B.24 C.16 1.3297 B.65 C.16 1.3338 B.106 C.16

1.3257 B.25 C.16 1.3298 B.66 C.16 1.3339 B.107 C.16

1.3258 B.26 C.16 1.3299 B.67 C.16 1.3340 B.108 C.16

1.3259 B.27 C.16 1.3300 B.68 C.16 1.3341 B.109 C.16

1.3260 B.28 C.16 1.3301 B.69 C.16 1.3342 B.1 10 C.16

1.3261 B.29 C.16 1.3302 B.70 C.16 1.3343 B.1 1 1 C.16

1.3262 B.30 C.16 1.3303 B.71 C.16 1.3344 B.1 12 C.16

1.3263 B.31 C.16 1.3304 B.72 C.16 1.3345 B.1 13 C.16

1.3264 B.32 C.16 1.3305 B.73 C.16 1.3346 B.1 14 C.16

1.3265 B.33 C.16 1.3306 B.74 C.16 1.3347 B.1 15 C.16

1.3266 B.34 C.16 1.3307 B.75 C.16 1.3348 B.1 16 C.16 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.3349 B.1 17 C.16 1.3390 B.158 C.16 1.3431 B.199 C.16

1.3350 B.1 18 C.16 1.3391 B.159 C.16 1.3432 B.200 C.16

1.3351 B.1 19 C.16 1.3392 B.160 C.16 1.3433 B.201 C.16

1.3352 B.120 C.16 1.3393 B.161 C.16 1.3434 B.202 C.16

1.3353 B.121 C.16 1.3394 B.162 C.16 1.3435 B.1 C.17

1.3354 B.122 C.16 1.3395 B.163 C.16 1.3436 B.2 C.17

1.3355 B.123 C.16 1.3396 B.164 C.16 1.3437 B.3 C.17

1.3356 B.124 C.16 1.3397 B.165 C.16 1.3438 B.4 C.17

1.3357 B.125 C.16 1.3398 B.166 C.16 1.3439 B.5 C.17

1.3358 B.126 C.16 1.3399 B.167 C.16 1.3440 B.6 C.17

1.3359 B.127 C.16 1.3400 B.168 C.16 1.3441 B.7 C.17

1.3360 B.128 C.16 1.3401 B.169 C.16 1.3442 B.8 C.17

1.3361 B.129 C.16 1.3402 B.170 C.16 1.3443 B.9 C.17

1.3362 B.130 C.16 1.3403 B.171 C.16 1.3444 B.10 C.17

1.3363 B.131 C.16 1.3404 B.172 C.16 1.3445 B.1 1 C.17

1.3364 B.132 C.16 1.3405 B.173 C.16 1.3446 B.12 C.17

1.3365 B.133 C.16 1.3406 B.174 C.16 1.3447 B.13 C.17

1.3366 B.134 C.16 1.3407 B.175 C.16 1.3448 B.14 C.17

1.3367 B.135 C.16 1.3408 B.176 C.16 1.3449 B.15 C.17

1.3368 B.136 C.16 1.3409 B.177 C.16 1.3450 B.16 C.17

1.3369 B.137 C.16 1.3410 B.178 C.16 1.3451 B.17 C.17

1.3370 B.138 C.16 1.341 1 B.179 C.16 1.3452 B.18 C.17

1.3371 B.139 C.16 1.3412 B.180 C.16 1.3453 B.19 C.17

1.3372 B.140 C.16 1.3413 B.181 C.16 1.3454 B.20 C.17

1.3373 B.141 C.16 1.3414 B.182 C.16 1.3455 B.21 C.17

1.3374 B.142 C.16 1.3415 B.183 C.16 1.3456 B.22 C.17

1.3375 B.143 C.16 1.3416 B.184 C.16 1.3457 B.23 C.17

1.3376 B.144 C.16 1.3417 B.185 C.16 1.3458 B.24 C.17

1.3377 B.145 C.16 1.3418 B.186 C.16 1.3459 B.25 C.17

1.3378 B.146 C.16 1.3419 B.187 C.16 1.3460 B.26 C.17

1.3379 B.147 C.16 1.3420 B.188 C.16 1.3461 B.27 C.17

1.3380 B.148 C.16 1.3421 B.189 C.16 1.3462 B.28 C.17

1.3381 B.149 C.16 1.3422 B.190 C.16 1.3463 B.29 C.17

1.3382 B.150 C.16 1.3423 B.191 C.16 1.3464 B.30 C.17

1.3383 B.151 C.16 1.3424 B.192 C.16 1.3465 B.31 C.17

1.3384 B.152 C.16 1.3425 B.193 C.16 1.3466 B.32 C.17

1.3385 B.153 C.16 1.3426 B.194 C.16 1.3467 B.33 C.17

1.3386 B.154 C.16 1.3427 B.195 C.16 1.3468 B.34 C.17

1.3387 B.155 C.16 1.3428 B.196 C.16 1.3469 B.35 C.17

1.3388 B.156 C.16 1.3429 B.197 C.16 1.3470 B.36 C.17

1.3389 B.157 C.16 1.3430 B.198 C.16 1.3471 B.37 C.17 comp. herbisafener comp. herbisafener comp. herbisafener no. cide B C no. cide B C no. cide B C

1.3472 B.38 C.17 1.3513 B.79 C.17 1.3554 B.120 C.17

1.3473 B.39 C.17 1.3514 B.80 C.17 1.3555 B.121 C.17

1.3474 B.40 C.17 1.3515 B.81 C.17 1.3556 B.122 C.17

1.3475 B.41 C.17 1.3516 B.82 C.17 1.3557 B.123 C.17

1.3476 B.42 C.17 1.3517 B.83 C.17 1.3558 B.124 C.17

1.3477 B.43 C.17 1.3518 B.84 C.17 1.3559 B.125 C.17

1.3478 B.44 C.17 1.3519 B.85 C.17 1.3560 B.126 C.17

1.3479 B.45 C.17 1.3520 B.86 C.17 1.3561 B.127 C.17

1.3480 B.46 C.17 1.3521 B.87 C.17 1.3562 B.128 C.17

1.3481 B.47 C.17 1.3522 B.88 C.17 1.3563 B.129 C.17

1.3482 B.48 C.17 1.3523 B.89 C.17 1.3564 B.130 C.17

1.3483 B.49 C.17 1.3524 B.90 C.17 1.3565 B.131 C.17

1.3484 B.50 C.17 1.3525 B.91 C.17 1.3566 B.132 C.17

1.3485 B.51 C.17 1.3526 B.92 C.17 1.3567 B.133 C.17

1.3486 B.52 C.17 1.3527 B.93 C.17 1.3568 B.134 C.17

1.3487 B.53 C.17 1.3528 B.94 C.17 1.3569 B.135 C.17

1.3488 B.54 C.17 1.3529 B.95 C.17 1.3570 B.136 C.17

1.3489 B.55 C.17 1.3530 B.96 C.17 1.3571 B.137 C.17

1.3490 B.56 C.17 1.3531 B.97 C.17 1.3572 B.138 C.17

1.3491 B.57 C.17 1.3532 B.98 C.17 1.3573 B.139 C.17

1.3492 B.58 C.17 1.3533 B.99 C.17 1.3574 B.140 C.17

1.3493 B.59 C.17 1.3534 B.100 C.17 1.3575 B.141 C.17

1.3494 B.60 C.17 1.3535 B.101 C.17 1.3576 B.142 C.17

1.3495 B.61 C.17 1.3536 B.102 C.17 1.3577 B.143 C.17

1.3496 B.62 C.17 1.3537 B.103 C.17 1.3578 B.144 C.17

1.3497 B.63 C.17 1.3538 B.104 C.17 1.3579 B.145 C.17

1.3498 B.64 C.17 1.3539 B.105 C.17 1.3580 B.146 C.17

1.3499 B.65 C.17 1.3540 B.106 C.17 1.3581 B.147 C.17

1.3500 B.66 C.17 1.3541 B.107 C.17 1.3582 B.148 C.17

1.3501 B.67 C.17 1.3542 B.108 C.17 1.3583 B.149 C.17

1.3502 B.68 C.17 1.3543 B.109 C.17 1.3584 B.150 C.17

1.3503 B.69 C.17 1.3544 B.1 10 C.17 1.3585 B.151 C.17

1.3504 B.70 C.17 1.3545 B.1 1 1 C.17 1.3586 B.152 C.17

1.3505 B.71 C.17 1.3546 B.1 12 C.17 1.3587 B.153 C.17

1.3506 B.72 C.17 1.3547 B.1 13 C.17 1.3588 B.154 C.17

1.3507 B.73 C.17 1.3548 B.1 14 C.17 1.3589 B.155 C.17

1.3508 B.74 C.17 1.3549 B.1 15 C.17 1.3590 B.156 C.17

1.3509 B.75 C.17 1.3550 B.1 16 C.17 1.3591 B.157 C.17

1.3510 B.76 C.17 1.3551 B.1 17 C.17 1.3592 B.158 C.17

1.351 1 B.77 C.17 1.3552 B.1 18 C.17 1.3593 B.159 C.17

1.3512 B.78 C.17 1.3553 B.1 19 C.17 1.3594 B.160 C.17 comp. herbisafener comp. herbisafener no. cide B C no. cide B C

1.3595 B.161 C.17 1.3636 B.202 C.17

1.3596 B.162 C.17 1.3637 — C.1

1.3597 B.163 C.17 1.3638 — C.2

1.3598 B.164 C.17 1.3639 — C.3

1.3599 B.165 C.17 1.3640 — C.4

1.3600 B.166 C.17 1.3641 — C.5

1.3601 B.167 C.17 1.3642 — C.6

1.3602 B.168 C.17 1.3643 — C.7

1.3603 B.169 C.17 1.3644 — C.8

1.3604 B.170 C.17 1.3645 — C.9

1.3605 B.171 C.17 1.3646 — C.10

1.3606 B.172 C.17 1.3647 — C.1 1

1.3607 B.173 C.17 1.3648 — C.12

1.3608 B.174 C.17 1.3649 — C.13

1.3609 B.175 C.17 1.3650 — C.14

1.3610 B.176 C.17 1.3651 — C.15

1.361 1 B.177 C.17 1.3652 — C.16

1.3612 B.178 C.17 1.3653 — C.17

1.3613 B.179 C.17

1.3614 B.180 C.17

1.3615 B.181 C.17

1.3616 B.182 C.17

1.3617 B.183 C.17

1.3618 B.184 C.17

1.3619 B.185 C.17

1.3620 B.186 C.17

1.3621 B.187 C.17

1.3622 B.188 C.17

1.3623 B.189 C.17

1.3624 B.190 C.17

1.3625 B.191 C.17

1.3626 B.192 C.17

1.3627 B.193 C.17

1.3628 B.194 C.17

1.3629 B.195 C.17

1.3630 B.196 C.17

1.3631 B.197 C.17

1.3632 B.198 C.17

1.3633 B.199 C.17

1.3634 B.200 C.17

1.3635 B.201 C.17 The specific number for each single composition is deductible as follows:

Composition 1.203 e.g. comprises the compound (1.1.1-25), clethodim (B.1 ) and benoxacor (C.1 ) (see table B, entry B.1 and table C, entry C.1 ).

Also especia ly pre ^: erred are compositions 2.1 to 2.3653 which differ from the corresponding compositions 1 1 to .3653 on y in that they comprise the compound (1.1.1-31 ) in place of the compound (1.1 I-25)

Also especia ly pre ^: erred are compositions 3.1 to 3.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.2 as further herbicide B.

Also especia ly pre ^: erred are compositions 4.1 to 4.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.8 as further herbicide B.

Also especia ly pre ^: erred are compositions 5.1 to 5.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.30 as further herbicide B.

Also especia ly pre ^: erred are compositions 6.1 to 6.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.32 as further herbicide B.

Also especia ly pre ^: erred are compositions 7.1 to 7.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.35 as further herbicide B.

Also especia ly pre ^: erred are compositions 8.1 to 8.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.38 as further herbicide B.

Also especia ly pre ^: erred are compositions 9.1 to 9.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.40 as further herbicide B.

Also especia ly pre ^: erred are compositions 10.1 to 10.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.51 as further herbicide B.

Also especia ly pre ^: erred are compositions 1 1.1 to 1 1.3653 which differ from the corresponding compositions ' 1 to 3653 on y in that they additionally comprise B.55 as further herbicide B.

Also especia ly pre ^: erred are compositions 12.1 to 12.3653 which differ from the corresponding compositions ' 1 to 3653 on y in that they additionally comprise B.56 as further herbicide B.

Also especia ly pre ^: erred are compositions 13.1 to 13.3653 which differ from the corresponding compositions ' 1 to 3653 on y in that they additionally comprise B.64 as further herbicide B.

Also especia ly pre ^: erred are compositions 14.1 to 14.3653 which differ from the corresponding compositions ' 1 to 3653 on y in that they additionally comprise B.66 as further herbicide B.

Also especia ly pre ^: erred are compositions 15.1 to 15.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.67 as further herbicide B.

Also especia ly pre ^: erred are compositions 16.1 to 16.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.68 as further herbicide B.

Also especia ly pre ^: erred are compositions 17.1 to 17.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.69 as further herbicide B.

Also especia ly pre ^: erred are compositions 18.1 to 18.3653 which differ from the corresponding compositions 1 1 to 3653 on y in that they additionally comprise B.73 as further herbicide B. Also especially pre ^: erred are compositions 19.1 to 19.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.76 as further herbicide B.

Also especially pre ^: erred are compositions 20.1 to 20.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.81 as further herbicide B.

Also especially pre ^: erred are compositions 21.1 to 21.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.82 as further herbicide B.

Also especially pre ^: erred are compositions 22.1 to 22.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.85 as further herbicide B.

Also especially pre ^: erred are compositions 23.1 to 23.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.88 as further herbicide B.

Also especially pre ^: erred are compositions 24.1 to 24.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.89 as further herbicide B.

Also especially pre ^: erred are compositions 25.1 to 25.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.94 as further herbicide B.

Also especially pre ^: erred are compositions 26.1 to 26.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.95 as further herbicide B.

Also especially pre ^: erred are compositions 27.1 to 27.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.98 as further herbicide B.

Also especially pre ^: erred are compositions 28.1 to 28.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.100 as further herbicide B.

Also especially pre ^: erred are compositions 29.1 to 29.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.103 as further herbicide B.

Also especially pre ^: erred are compositions 30.1 to 30.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.103 and B.67 as further herbicides B.

Also especially pre ^: erred are compositions 31.1 to 31.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.103 and B.76 as further herbicides B.

Also especially pre ^: erred are compositions 32.1 to 32.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.103 and B.82 as further herbicides B.

Also especially pre ^: erred are compositions 33.1 to 33.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.104 as further herbicide B.

Also especially pre ^: erred are compositions 34.1 to 34.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.104 and B.67 as further herbicides B.

Also especially pre ^: erred are compositions 35.1 to 35.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.104 and B.76 as further herbicides B. Also especially pre ^: erred are compositions 36.1 to 36.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.104 and B.82 as further herbicides B.

Also especially pre ^: erred are compositions 37.1 to 37.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.106 as further herbicide B.

Also especially pre ^: erred are compositions 38.1 to 38.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.107 as further herbicide B.

Also especially pre ^: erred are compositions 39.1 to 39.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B. 107 and B.67 as further herbicides B.

Also especially pre ^: erred are compositions 40.1 to 40.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B. 107 and B.76 as further herbicides B.

Also especially pre ^: erred are compositions 41.1 to 41.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B. 107 and B.82 as further herbicides B.

Also especially pre ^: erred are compositions 42.1 to 42.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.109 as further herbicide B.

Also especially pre ^: erred are compositions 43.1 to 43.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 1 1 as further herbicide B.

Also especially pre ^: erred are compositions 44.1 to 44.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 1 1 and B.67 as further herbicides B.

Also especially pre ^: erred are compositions 45.1 to 45.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 1 1 and B.76 as further herbicides B.

Also especially pre ^: erred are compositions 46.1 to 46.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 1 1 and B.82 as further herbicides B.

Also especially pre ^: erred are compositions 47.1 to 47.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B. 116 as further herbicide B.

Also especially pre ^: erred are compositions 48.1 to 48.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 16 and B.67 as further herbicides B.

Also especially pre ^: erred are compositions 49.1 to 49.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 16 and B.94 as further herbicides B.

Also especially pre ^: erred are compositions 50.1 to 50.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 16 and B.103 as further herbicides B.

Also especially pre ^: erred are compositions 51.1 to 51.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 16 and B.128 as further herbicides B.

Also especially pre ^: erred are compositions 52.1 to 52.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 16 and B.104 as further herbicides B.

Also especially pre ^: erred are compositions 53.1 to 53.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 16 and B.107 as further herbicides B.

Also especially pre ^: erred are compositions 54.1 to 54.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.1 16 and B.1 1 1 as further herbicides B.

Also especially pre ^: erred are compositions 55.1 to 55.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.122 as further herbicide B.

Also especially pre ^: erred are compositions 56.1 to 56.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.126 as further herbicide B.

Also especially pre ^: erred are compositions 57.1 to 57.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.128 as further herbicide B.

Also especially pre ^: erred are compositions 58.1 to 58.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.131 as further herbicide B.

Also especially pre ^: erred are compositions 59.1 to 59.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.132 as further herbicide B.

Also especially pre ^: erred are compositions 60.1 to 60.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.133 as further herbicide B.

Also especially pre ^: erred are compositions 61.1 to 61.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.135 as further herbicide B.

Also especially pre ^: erred are compositions 62.1 to 62.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.137 as further herbicide B.

Also especially pre ^: erred are compositions 63.1 to 63.3653 which differ from the corresponding compositions 1 1.1 to 1.3653 only in that they additionally comprise B.138 as further herbicide B.

Also especially pre ^: erred are compositions 64.1 to 64.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.140 as further herbicide B.

Also especially pre ^: erred are compositions 65.1 to 65.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.145 as further herbicide B.

Also especially pre ^: erred are compositions 66.1 to 66.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.153 as further herbicide B.

Also especially pre ^: erred are compositions 67.1 to 67.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.156 as further herbicide B. Also especially pre ^: erred are compositions 68.1 to 68.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.171 as further herbicide B.

Also especially pre ^: erred are compositions 69.1 to 69.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they additionally comprise B.174 as further herbicide B.

Also especially pre ^: erred are compositions 70.1 to 70.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.1.1-37) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 71.1 to 71.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.1.1-49) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 72.1 to 72.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.1.1-55) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 73.1 to 73.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.1.1-61 ) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 74.1 to 75.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.1.1-73) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 76.1 to 76.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.2.1-25) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 77.1 to 77.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.2.1-31 ) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 78.1 to 78.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.2.1-37) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 79.1 to 79.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.2.1-49) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 80.1 to 80.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.2.1-55) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 81.1 to 81.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.2.1-61 ) in place of the compound (1.1.1-25)

Also especially pre ^: erred are compositions 82.1 to 82.3653 which differ from the corresponding compositions 1.1 to 3653 only in that they comprise the compound (1.2.1-73) in place of the compound (1.1.1-25).

Also especially preferred are compositions 83.1 to 83.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.3.1-25) in place of the compound (1.1.1-25).

Also especially preferred are compositions 84.1 to 84.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.3.1-31 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 85.1 to 85.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.3.1-37) in place of the compound (1.1.1-25).

Also especially preferred are compositions 86.1 to 86.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.3.1-49) in place of the compound (1.1.1-25).

Also especially preferred are compositions 87.1 to 87.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.3.1-55) in place of the compound (1.1.1-25).

Also especially preferred are compositions 88.1 to 88.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.3.1-61 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 89.1 to 89.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.3.1-73) in place of the compound (1.1.1-25).

Also especially preferred are compositions 90.1 to 90.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.4.1-25) in place of the compound (1.1.1-25).

Also especially preferred are compositions 91.1 to 91.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.4.1-31 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 92.1 to 92.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.4.1-37) in place of the compound (1.1.1-25).

Also especially preferred are compositions 93.1 to 93.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.4.1-49) in place of the compound (1.1.1-25).

Also especially preferred are compositions 94.1 to 94.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.4.1-55) in place of the compound (1.1.1-25).

Also especially preferred are compositions 95.1 to 95.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.4.1-61 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 96.1 to 96.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.4.1-73) in place of the compound (1.1.1-25).

Also especially preferred are compositions 97.1 to 97.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.5.1-25) in place of the compound (1.1.1-25).

Also especially preferred are compositions 98.1 to 98.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.5.1-31 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 99.1 to 99.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.5.1-37) in place of the compound (1.1.1-25).

Also especially preferred are compositions 100.1 to 100.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.5.1-49) in place of the compound (1.1.1-25).

Also especially preferred are compositions 101.1 to 101.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.5.1-55) in place of the compound (1.1.1-25).

Also especially preferred are compositions 102.1 to 102.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.5.1-61 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 103.1 to 103.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.5.1-73) in place of the compound (1.1.1-25).

Also especially preferred are compositions 104.1 to 104.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.6.1-25) in place of the compound (1.1.1-25).

Also especially preferred are compositions 105.1 to 105.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.6.1-31 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 106.1 to 106.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.6.1-37) in place of the compound (1.1.1-25).

Also especially preferred are compositions 107.1 to 107.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.6.1-49) in place of the compound (1.1.1-25).

Also especially preferred are compositions 108.1 to 108.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.6.1-55) in place of the compound (1.1.1-25).

Also especially preferred are compositions 109.1 to 109 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .6.1-61 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 110.1 to 1 10 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .6.1-73) in place of the compound (1.1.1-25).

Also especially preferred are compositions 11 1.1 to 1 11 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .7.1-25) in place of the compound (1.1.1-25).

Also especially preferred are compositions 112.1 to 1 12 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .7.1-31 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 113.1 to 1 13 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .7.1-37) in place of the compound (1.1.1-25).

Also especially preferred are compositions 114.1 to 1 14 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .7.1-49) in place of the compound (1.1.1-25).

Also especially preferred are compositions 115.1 to 1 15 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .7.1-55) in place of the compound (1.1.1-25).

Also especially preferred are compositions 116.1 to 1 16 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .7.1-61 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 117.1 to 1 17 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .7.1-73) in place of the compound (1.1.1-25).

Also especially preferred are compositions 118.1 to 1 18 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .8.1-25) in place of the compound (1.1.1-25).

Also especially preferred are compositions 119.1 to 1 19 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .8.1-31 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 120.1 to 120 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .8.1-37) in place of the compound (1.1.1-25).

Also especially preferred are compositions 121.1 to 121 .3653 which diffe from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound ( .8.1-49) in place of the compound (1.1.1-25).

Also especially preferred are compositions 122.1 to 122.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.8.1-55) in place of the compound (1.1.1-25).

Also especially preferred are compositions 123.1 to 123.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.8.1-61 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 124.1 to 124.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.8.1-73) in place of the compound (1.1.1-25).

Also especially preferred are compositions 125.1 to 125.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.9.1-25) in place of the compound (1.1.1-25).

Also especially preferred are compositions 126.1 to 126.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.9.1-31 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 127.1 to 127.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.9.1-37) in place of the compound (1.1.1-25).

Also especially preferred are compositions 128.1 to 128.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.9.1-49) in place of the compound (1.1.1-25).

Also especially preferred are compositions 129.1 to 129.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.9.1-55) in place of the compound (1.1.1-25).

Also especially preferred are compositions 130.1 to 130.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.9.1-61 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 131.1 to 131.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.9.1-73) in place of the compound (1.1.1-25).

Also especially preferred are compositions 132.1 to 132.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.10.1-25) in place of the compound (1.1.1-25).

Also especially preferred are compositions 133.1 to 133.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.10.1-31 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 134.1 to 134.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.10.1-37) in place of the compound (1.1.1-25).

Also especially preferred are compositions 135.1 to 135.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.10.1-49) in place of the compound (1.1.1-25).

Also especially preferred are compositions 136.1 to 136.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.10.1-55) in place of the compound (1.1.1-25).

Also especially preferred are compositions 137.1 to 137.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.10.1-61 ) in place of the compound (1.1.1-25).

Also especially preferred are compositions 138.1 to 138.3653 which differ from the corresponding compositions 1.1 to 1.3653 only in that they comprise the compound (1.10.1-73) in place of the compound (1.1.1-25)

The invention also relates to agrochemical compositions comprising at least an auxiliary and at least one pyridine compound of formula (I) according to the invention.

An agrochemical composition comprises a pesticidal effective amount of a pyridine compound of formula (I). The term "effective amount" denotes an amount of the composition or of the compounds I, which is sufficient for controlling unwanted plants, especially for controlling unwanted plants in cultivated plants and which does not result in a substantial damage to the treated plants. Such an amount can vary in a broad range and is dependent on various factors, such as the plants to be controlled, the treated cultivated plant or material, the climatic conditions and the specific pyridine compound of formula (I) used.

The pyridine compounds of formula (I), their N-oxides, salts or derivatives can be converted into customary types of agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof. Examples for agrochemical composition types are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e.g. EW, EO, ES, ME), capsules (e.g. CS, ZC), pastes, pastilles, wettable powders or dusts (e.g. WP, SP, WS, DP, DS), pressings (e.g. BR, TB, DT), granules (e.g. WG, SG, GR, FG, GG, MG), insecticidal articles (e.g. LN), as well as gel formulations for the treatment of plant propagation materials such as seeds (e.g. GF). These and further agrochemical compositions types are defined in the "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6 ^th Ed. May 2008, CropLife International.

The agrochemical compositions are prepared in a known manner, such as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001 ; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.

Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.

Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil fractions of medium to high boiling point, e.g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic, and aromatic hydrocarbons, e. g. toluene, paraffin, tetrahydronaphthalene, alkylated naphthalenes; alcohols, e.g. ethanol, propanol, butanol, benzylalcohol, cyclohexanol; glycols;

DMSO; ketones, e.g. cyclohexanone; esters, e.g. lactates, carbonates, fatty acid esters, gamma- butyrolactone; fatty acids; phosphonates; amines; amides, e.g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.

Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e.g. cellulose, starch; fertilizers, e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e.g. cereal meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.

Suitable surfactants are surface-active compounds, such as anionic, cationic, non-ionic, and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifier, dispersant, solubilizer, wetter, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon's, Vol.1 : Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).

Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignine sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates. Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.

Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids, or fatty acid esters which have been alkoxylated with 1 to 50 equivalents. Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide. Examples of N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides. Examples of esters are fatty acid esters, glycerol esters, or monoglycerides. Examples of sugar-based surfactants are sorbitans, ethoxylated sorbitans, sucrose, and glucose esters, or alkylpoly- glucosides. Examples of polymeric surfactants are home- or copolymers of vinylpyrrolidone, vinylalcohols, or vinylacetate.

Suitable cationic surfactants are quaternary surfactants, e.g. quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetains and imidazolines. Suitable block polymers are block polymers of the A- B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide. Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or polyethyleneamines.

Suitable adjuvants are compounds, which have a neglectable or even no pesticidal activity themselves, and which improve the biological performance of the pyridine compounds of formula (I) on the target. Examples are surfactants, mineral or vegetable oils, and other auxiliaries. Further examples are listed by Knowles, Adjuvants, and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.

Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.

Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones.

Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea, and glycerin.

Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.

Suitable colorants (e.g. in red, blue, or green) are pigments of low water solubility and water- soluble dyes. Examples are inorganic colorants (e.g. iron oxide, titan oxide, iron hexacyanoferrate) and organic colorants (e.g. alizarin-, azo-, and phthalocyanine colorants).

Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers.

Examples for agrochemical composition types and their preparation are:

i) Water-soluble concentrates (SL, LS)

10-60 wt% of a pyridine compound of formula (I) according to the invention and 5-15 wt% wetting agent (e.g. alcohol alkoxylates) are dissolved in water and/or in a water-soluble solvent (e.g.

alcohols) ad 100 wt%. The active substance dissolves upon dilution with water.

ii) Dispersible concentrates (DC)

5-25 wt% of a pyridine compound of formula (I) according to the invention and 1-10 wt% dispersant (e. g. polyvinylpyrrolidone) are dissolved in organic solvent (e.g. cyclohexanone) ad 100 wt%. Dilution with water gives a dispersion.

iii) Emulsifiable concentrates (EC)

15-70 wt% of a pyridine compound of formula (I) according to the invention and 5-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in water- insoluble organic solvent (e.g. aromatic hydrocarbon) ad 100 wt%. Dilution with water gives an emulsion.

iv) Emulsions (EW, EO, ES)

5-40 wt% of a pyridine compound of formula (I) according to the invention and 1-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40 wt% water-insoluble organic solvent (e.g. aromatic hydrocarbon). This mixture is introduced into water ad 100 wt% by means of an emulsifying machine and made into a homogeneous emulsion. Dilution with water gives an emulsion.

v) Suspensions (SC, OD, FS)

In an agitated ball mill, 20-60 wt% of a pyridine compound of formula (I) according to the invention are comminuted with addition of 2-10 wt% dispersants and wetting agents (e.g. sodium

lignosulfonate and alcohol ethoxylate), 0,1-2 wt% thickener (e.g. xanthan gum) and water ad 100 wt% to give a fine active substance suspension. Dilution with water gives a stable suspension of the active substance. For FS type composition up to 40 wt% binder (e.g. polyvinylalcohol) is added. vi) Water-dispersible granules and water-soluble granules (WG, SG)

50-80 wt% of a pyridine compound of formula (I) according to the invention are ground finely with addition of dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate) ad 100 wt% and prepared as water-dispersible or water-soluble granules by means of technical appliances (e. g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance.

vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)

50-80 wt% of a pyridine compound of formula (I) according to the invention are ground in a rotor- stator mill with addition of 1-5 wt% dispersants (e.g. sodium lignosulfonate), 1-3 wt% wetting agents (e.g. alcohol ethoxylate) and solid carrier (e.g. silica gel) ad 100 wt%. Dilution with water gives a stable dispersion or solution of the active substance.

viii) Gel (GW, GF)

In an agitated ball mill, 5-25 wt% of a pyridine compound of formula (I) according to the invention are comminuted with addition of 3-10 wt% dispersants (e.g. sodium lignosulfonate), 1-5 wt% thickener (e.g. carboxymethylcellulose) and water ad 100 wt% to give a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance.

iv) Microemulsion (ME)

5-20 wt% of a pyridine compound of formula (I) according to the invention are added to 5-30 wt% organic solvent blend (e.g. fatty acid dimethylamide and cyclohexanone), 10-25 wt% surfactant blend (e.g. alcohol ethoxylate and arylphenol ethoxylate), and water ad 100 %. This mixture is stirred for 1 h to produce spontaneously a thermodynamically stable microemulsion.

iv) Microcapsules (CS)

An oil phase comprising 5-50 wt% of a pyridine compound of formula (I) according to the invention, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), 2-15 wt% acrylic monomers (e.g. methylmethacrylate, methacrylic acid, and a di- or triacrylate) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules. Alternatively, an oil phase comprising 5-50 wt% of a pyridine compound of formula (I) according to the invention, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), and an isocyanate monomer (e.g. diphenylmethene-4,4'-diisocyanate) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). The addition of a polyamine (e.g. hexamethylenediamine) results in the formation of polyurea microcapsules. The monomers amount to 1-10 wt%. The wt% relate to the total CS composition.

ix) Dustable powders (DP, DS)

1-10 wt% of a pyridine compound of formula (I) according to the invention are ground finely and mixed intimately with solid carrier (e.g. finely divided kaolin) ad 100 wt%.

x) Granules (GR, FG)

0.5-30 wt% of a pyridine compound of formula (I) according to the invention is ground finely and associated with solid carrier (e.g. silicate) ad 100 wt%. Granulation is achieved by extrusion, spray- drying or the fluidized bed.

xi) Ultra-low volume liquids (UL)

1-50 wt% of a pyridine compound of formula (I) according to the invention are dissolved in organic solvent (e.g. aromatic hydrocarbon) ad 100 wt%.

The agrochemical compositions types i) to xi) may optionally comprise further auxiliaries, such as 0, 1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0,1-1 wt% anti-foaming agents, and 0,1-1 wt% colorants.

The agrochemical compositions comprising generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, and in particular between 0.5 and 75%, by weight of the pyridine compound of formula (I). The pyridine compounds of formula (I) are employed in a purity from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).

Solutions for seed treatment (LS), suspoemulsions (SE), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), emulsions (ES), emulsifiable concentrates (EC) and gels (GF) are usually employed for the purposes of treatment of plant propagation materials, particularly seeds. The agrochemical compositions in question give, after two-to-tenfold dilution, active substance concentrations from 0.01 to 60% by weight, preferably from 0.1 to 40% by weight, in the ready-to-use preparations. Application can be carried out before or during sowing.

Methods for applying pyridine compounds of formula (I) and agrochemical compositions thereof, on to plant propagation material, especially seeds, include dressing, coating, pelleting, dusting, soaking and in-furrow application methods of the propagation material. Preferably, pyridine compounds of formula (I) and agrochemical compositions thereof, are applied on to the plant propagation material by a method such that germination is not induced, e. g. by seed dressing, pelleting, coating and dusting.

Various types of oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides (e.g. herbicides, insecticides, fungicides, growth regulators, safeners) may be added to the pyridine compounds of formula (I) and the agrochemical compositions comprising them as premix or, if appropriate not until immediately prior to use (tank mix). These agents can be admixed with the agrochemical compositions according to the invention in a weight ratio of 1 :100 to 100:1 , preferably 1 : 10 to 10:1.

The user applies the pyridine compound of formula (I) according to the invention and the agrochemical compositions comprising them usually from a pre-dosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system. Usually, the agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained. Usually, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.

According to one embodiment, either individual components of the agrochemical composition according to the invention or partially premixed components, e. g. components comprising pyridine compounds of formula (I) may be mixed by the user in a spray tank and further auxiliaries and additives may be added, if appropriate.

In a further embodiment, individual components of the agrochemical composition according to the invention such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank and further auxiliaries may be added, if appropriate.

In a further embodiment, either individual components of the agrochemical composition according to the invention or partially premixed components, e. g components comprising pyridine compounds of formula (I) can be applied jointly (e.g. after tank mix) or consecutively.

The pyridine compounds of formula (I), are suitable as herbicides. They are suitable as such or as an appropriately formulated composition (agrochemical composition).

The pyridine compounds of formula (I), or the agrochemical compositions comprising the pyridine compounds of formula (I), control vegetation on non-crop areas very efficiently, especially at high rates of application. They act against broad-leaved weeds and grass weeds in crops such as wheat, rice, maize, soya, and cotton without causing any significant damage to the crop plants. This effect is mainly observed at low rates of application.

The pyridine compounds of formula (I), or the agrochemical compositions comprising them, are applied to the plants mainly by spraying the leaves. Here, the application can be carried out using, e.g., water as carrier by customary spraying techniques using spray liquor amounts from about 100 to 1000 l/ha (e.g. from 300 to 400 l/ha). The pyridine compounds of formula (I), or the agrochemical compositions comprising them, may also be applied by the low-volume or the ultra-low-volume method, or in the form of micro granules.

Application of the pyridine compounds of formula (I), or the agrochemical compositions comprising them, can be done before, during, and/or after, preferably during and/or after, the emergence of the undesirable plants.

The pyridine compounds of formula (I), or the agrochemical compositions comprising them, can be applied pre-, post-emergence or pre-plant, or together with the seed of a crop plant. It is also possible to apply the pyridine compounds of formula (I), or the agrochemical compositions comprising them, by applying seed, pretreated with the pyridine compounds of formula (I), or the agrochemical compositions comprising them, of a crop plant. If the active ingredients are less well tolerated by certain crop plants, application techniques may be used in which the herbicidal compositions are sprayed, with the aid of the spraying equipment, in such a way that as far as possible they do not come into contact with the leaves of the sensitive crop plants, while the active ingredients reach the leaves of undesirable plants growing underneath, or the bare soil surface (post-directed, lay-by).

In a further embodiment, the pyridine compounds of formula (I), or the agrochemical compositions comprising them, can be applied by treating seed. The treatment of seeds comprises essentially all procedures familiar to the person skilled in the art (seed dressing, seed coating, seed dusting, seed soaking, seed film coating, seed multilayer coating, seed encrusting, seed dripping and seed pelleting) based on the pyridine compounds of formula (I), or the agrochemical compositions prepared therefrom. Here, the herbicidal compositions can be applied diluted or undiluted.

The term "seed" comprises seed of all types, such as, e.g., corns, seeds, fruits, tubers, seedlings and similar forms. Here, preferably, the term seed describes corns and seeds. The seed used can be seed of the useful plants mentioned above, but also the seed of transgenic plants or plants obtained by customary breeding methods.

When employed in plant protection, the amounts of active substances applied, i.e. the pyridine compounds of formula (I) without formulation auxiliaries, are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.05 to 0.9 kg per ha and in particular from 0.1 to 0.75 kg per ha.

In another embodiment of the invention, the application rate of the pyridine compounds of formula (I) is from 0.001 to 3 kg/ha, preferably from 0.005 to 2.5 kg/ha and in particular from 0.01 to 2 kg/ha of active substance (a.s.).

In another preferred embodiment of the invention, the rates of application of the pyridine compounds of formula (I) according to the present invention (total amount of pyridine compounds of formula (I)) are from 0.1 g/ha to 3000 g/ha, preferably 10 g/ha to 1000 g/ha, depending on the control target, the season, the target plants and the growth stage.

In another preferred embodiment of the invention, the application rates of the pyridine compounds of formula (I) are in the range from 0.1 g/ha to 5000 g/ha and preferably in the range from 1 g/ha to 2500 g/ha or from 5 g/ha to 2000 g/ha.

In another preferred embodiment of the invention, the application rate of the pyridine compounds of formula (I) is 0.1 to 1000 g/ha, preferablyl to 750 g/ha, more preferably 5 to 500 g/ha.

In treatment of plant propagation materials such as seeds, e. g. by dusting, coating or drenching seed, amounts of active substance from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g, and most preferably from 5 to 100 g, per 100 kilogram of plant propagation material (preferably seeds) are generally required.

In another embodiment of the invention, to treat the seed, the amounts of active substances applied, i.e. the pyridine compounds of formula (I) are generally employed in amounts from 0.001 to 10 kg per 100 kg of seed.

When used in the protection of materials or stored products, the amount of active substance applied depends on the kind of application area and on the desired effect. Amounts customarily applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.

Depending on the application method in question, the pyridine compounds of formula (I), or the agrochemical compositions comprising them, can additionally be employed in a further number of crop plants for eliminating undesirable plants. Examples of suitable crops are the following:

Allium cepa, Ananas comosus, Arachis hypogaea, Asparagus officinalis, Avena sativa, Beta vulgaris spec, altissima, Beta vulgaris spec, rapa, Brassica napus var. napus, Brassica napus var. napobrassica, Brassica rapa var. silvestris, Brassica oleracea, Brassica nigra, Camellia sinensis, Carthamus tinctorius, Carya illinoinensis, Citrus limon, Citrus sinensis, Coffea arabica (Coffea canephora, Coffea liberica), Cucumis sativus, Cynodon dactylon, Daucus carota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypium hirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium), Helianthus annuus, Hevea brasiliensis, Hordeum vulgare, Humulus lupulus, Ipomoea batatas, Juglans regia, Lens culinaris, Linum usitatissimum, Lycopersicon lycopersicum, Malus spec, Manihot esculenta, Medicago sativa, Musa spec, Nicotiana tabacum (N.rustica), Olea europaea, Oryza sativa, Phaseolus lunatus, Phaseolus vulgaris, Picea abies, Pinus spec, Pistacia vera, Pisum sativum, Prunus avium, Prunus persica, Pyrus communis, Prunus armeniaca, Prunus cerasus, Prunus dulcis and Prunus domestica, Ribes sylvestre, Ricinus communis, Saccharum officinarum, Secale cereale, Sinapis alba, Solanum tuberosum, Sorghum bicolor (s. vulgare), Theobroma cacao, Trifolium pratense, Triticum aestivum, Triticale, Triticum durum, Vicia faba, Vitis vinifera, and Zea mays.

Preferred crops are Arachis hypogaea, Beta vulgaris spec, altissima, Brassica napus var. napus, Brassica oleracea, Citrus limon, Citrus sinensis, Coffea arabica (Coffea canephora, Coffea liberica), Cynodon dactylon, Glycine max, Gossypium hirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium), Helianthus annuus, Hordeum vulgare, Juglans regia, Lens culinaris, Linum usitatissimum, Lycopersicon lycopersicum, Malus spec, Medicago sativa,

Nicotiana tabacum (N.rustica), Olea europaea, Oryza sativa , Phaseolus lunatus, Phaseolus vulgaris, Pistacia vera, Pisum sativum, Prunus dulcis, Saccharum officinarum, Secale cereale, Solanum tuberosum, Sorghum bicolor (s. vulgare), Triticale, Triticum aestivum, Triticum durum, Vicia faba, Vitis vinifera, and Zea mays.

Especially preferred crops are crops of cereals, corn, soybeans, rice, oilseed rape, cotton, potatoes, peanuts, or permanent crops.

The pyridine compounds of formula (I) according to the invention, or the agrochemical

compositions comprising them, can also be used in genetically modified plants. The term

"genetically modified plants" is to be understood as plants whose genetic material has been modified by the use of recombinant DNA techniques to include an inserted sequence of DNA that is not native to that plant species' genome or to exhibit a deletion of DNA that was native to that species' genome, wherein the modification(s) cannot readily be obtained by cross breeding, mutagenesis or natural recombination alone. Often, a particular genetically modified plant will be one that has obtained its genetic modification(s) by inheritance through a natural breeding or propagation process from an ancestral plant whose genome was the one directly treated by use of a recombinant DNA technique. Typically, one or more genes have been integrated into the genetic material of a genetically modified plant in order to improve certain properties of the plant. Such genetic modifications also include but are not limited to targeted post-translational modification of protein(s), oligo- or polypeptides, e. g., by inclusion therein of amino acid mutation(s) that permit, decrease, or promote glycosylation or polymer additions such as prenylation, acetylation

farnesylation, or PEG moiety attachment.

Plants that have been modified by breeding, mutagenesis or genetic engineering, e.g. have been rendered tolerant to applications of specific classes of herbicides, such as auxin herbicides such as dicamba or 2,4-D; bleacher herbicides such as hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors or phytoene desaturase (PDS) inhibitors; acetolactate synthase (ALS) inhibitors such as sulfonyl ureas or imidazolinones; enolpyruvyl shikimate 3-phosphate synthase (EPSP) inhibitors such as glyphosate; glutamine synthetase (GS) inhibitors such as glufosinate; protoporphyrinogen- IX oxidase inhibitors; lipid biosynthesis inhibitors such as acetyl CoA carboxylase (ACCase) inhibitors; or oxynil (i. e. bromoxynil or ioxynil) herbicides as a result of conventional methods of breeding or genetic engineering; furthermore, plants have been made resistant to multiple classes of herbicides through multiple genetic modifications, such as resistance to both glyphosate and glufosinate or to both glyphosate and a herbicide from another class such as ALS inhibitors, HPPD inhibitors, auxin herbicides, or ACCase inhibitors. These herbicide resistance technologies are, e.g., described in Pest Management Science 61 , 2005, 246; 61 , 2005, 258; 61 , 2005, 277; 61 , 2005, 269; 61 , 2005, 286; 64, 2008, 326; 64, 2008, 332; Weed Science 57, 2009, 108; Australian Journal of Agricultural Research 58, 2007, 708; Science 316, 2007, 1185; and references quoted therein. Several cultivated plants have been rendered tolerant to herbicides by mutagenesis and

conventional methods of breeding, e. g., Clearfield® summer rape (Canola, BASF SE, Germany) being tolerant to imidazolinones, e. g., imazamox, or ExpressSun® sunflowers (DuPont, USA) being tolerant to sulfonyl ureas, e. g., tribenuron. Genetic engineering methods have been used to render cultivated plants such as soybean, cotton, corn, beets and rape, tolerant to herbicides such as glyphosate, imidazolinones, and glufosinate, some of which are under development or commercially available under the brands or trade names RoundupReady® (glyphosate tolerant, Monsanto, USA), Cultivance® (imidazolinone tolerant, BASF SE, Germany), and LibertyLink® (glufosinate tolerant, Bayer CropScience, Germany).

Furthermore, plants are also covered that are by the use of recombinant DNA techniques capable to synthesize one or more insecticidal proteins, especially those known from the bacterial genus Bacillus, particularly from Bacillus thuringiensis, such as delta-endotoxins, e. g., CrylA(b), CrylA(c), CrylF, CrylF(a2), CryllA(b), CrylllA, CrylllB(bl ) or Cry9c; vegetative insecticidal proteins (VIP), e. g., VIP1 , VIP2, VIP3, or VIP3A; insecticidal proteins of bacteria colonizing nematodes, e. g., Photorhabdus spp. or Xenorhabdus spp.; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins, or other insect-specific neurotoxins; toxins produced by fungi, such as Streptomycetes toxins, plant lectins, such as pea or barley lectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin or papain inhibitors; ribosome- inactivating proteins (RIP), such as ricin, maize-RIP, abrin, luffin, saporin or bryodin; steroid metabolism enzymes, such as 3-hydroxy-steroid oxidase, ecdysteroid-IDP-glycosyl-transferase, cholesterol oxidases, ecdysone inhibitors or HMG-CoA-reductase; ion channel blockers, such as blockers of sodium or calcium channels; juvenile hormone esterase; diuretic hormone receptors (helicokinin receptors); stilbene synthase, bibenzyl synthase, chitinases or glucanases. In the context of the present invention these insecticidal proteins or toxins are to be understood expressly also as including pre-toxins, hybrid proteins, truncated or otherwise modified proteins. Hybrid proteins are characterized by a new combination of protein domains, (see, e. g., WO 02/015701 ). Further examples of such toxins or genetically modified plants capable of synthesizing such toxins are disclosed, e. g., in EP-A 374 753, WO 93/007278, WO 95/34656, EP-A 427 529, EP-A 451 878, WO 03/18810, and WO 03/52073. The methods for producing such genetically modified plants are generally known to the person skilled in the art and are described, e. g., in the publications mentioned above. These insecticidal proteins contained in the genetically modified plants impart to the plants producing these proteins tolerance to harmful pests from all taxonomic groups of arthropods, especially to beetles (Coeloptera), two-winged insects (Diptera), and moths

(Lepidoptera) and to nematodes (Nematoda). Genetically modified plants capable to synthesize one or more insecticidal proteins are, e. g., described in the publications mentioned above, and some of which are commercially available such as YieldGard® (corn cultivars producing the CrylAb toxin), YieldGard® Plus (corn cultivars producing CrylAb and Cry3Bb1 toxins), Starlink® (corn cultivars producing the Cry9c toxin), Herculex® RW (corn cultivars producing Cry34Ab1 , Cry35Ab1 and the enzyme Phosphinothricin-N-Acetyltransferase [PAT]); NuCOTN® 33B (cotton cultivars producing the CrylAc toxin), Bollgard® I (cotton cultivars producing the CrylAc toxin), Bollgard® II (cotton cultivars producing CrylAc and Cry2Ab2 toxins); VIPCOT® (cotton cultivars producing a VIP-toxin); NewLeaf® (potato cultivars producing the Cry3A toxin); Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Bt1 1 (e. g., Agrisure® CB) and Bt176 from Syngenta Seeds SAS, France, (corn cultivars producing the CrylAb toxin and PAT enzyme), MIR604 from Syngenta Seeds SAS, France (corn cultivars producing a modified version of the Cry3A toxin, c.f. WO 03/018810), MON 863 from Monsanto Europe S.A., Belgium (corn cultivars producing the Cry3Bb1 toxin), IPC 531 from Monsanto Europe S.A., Belgium (cotton cultivars producing a modified version of the CrylAc toxin) and 1507 from Pioneer Overseas Corporation, Belgium (corn cultivars producing the Cryl F toxin and PAT enzyme).

Furthermore, plants are also covered that are by the use of recombinant DNA techniques capable to synthesize one or more proteins to increase the resistance or tolerance of those plants to bacterial, viral or fungal pathogens. Examples of such proteins are the so-called "pathogenesis- related proteins" (PR proteins, see, e.g., EP-A 392 225), plant disease resistance genes (e. g., potato culti-vars, which express resistance genes acting against Phytophthora infestans derived from the Mexican wild potato, Solanum bulbocastanum) or T4-lyso-zym (e.g., potato cultivars capable of synthesizing these proteins with increased resistance against bacteria such as Erwinia amylovora). The methods for producing such genetically modi-fied plants are generally known to the person skilled in the art and are described, e.g., in the publications mentioned above.

Furthermore, plants are also covered that are by the use of recombinant DNA techniques capable to synthesize one or more proteins to increase the productivity (e.g., bio-mass production, grain yield, starch content, oil content or protein content), tolerance to drought, salinity or other growth- limiting environmental factors or tolerance to pests and fungal, bacterial or viral pathogens of those plants.

Furthermore, plants are also covered that contain by the use of recombinant DNA techniques a modified amount of ingredients or new ingredients, specifically to improve human or animal nutrition, e. g., oil crops that produce health-promoting long-chain omega-3 fatty acids or unsaturated omega-9 fatty acids (e. g., Nexera® rape, Dow AgroSciences, Canada).

Furthermore, plants are also covered that contain by the use of recombinant DNA techniques a modified amount of ingredients or new ingredients, specifically to improve raw material production, e.g., potatoes that produce increased amounts of amylopectin (e.g. Amflora® potato, BASF SE, Germany).

The preparation of the pyridine compounds of formula (I) is illustrated by the following examples. Example 1 : [5-(2-Chlorophenyl)-2-cyclopropyl-4-pyridyl]methanol:

Methyl 5-(2-chlorophenyl)-2-cyclopropyl-pyridine-4-carboxylate (5.6 g) is dissolved in THF (200 mL) and DIBAIH (1 mol/L in THF, 38.9 mL) is added dropwise at 0 °C. The solution is warmed to room temperature and stirred for 14h. The mixture is cooled to -70 °C and water (1.56 mL), 15% NaOH (1.56 mL) and again water (3.9 mL) are added dropwise. After warming to room temperature the suspension is filtered through silica, the filtrate is concentrated under reduced pressure and the crude product is purified by column chromatography on silica with cyclohexane/ethyl acetate, resulting in 3.7g [5-(2-chlorophenyl)-2-cyclopropyl-4-pyridyl]methanol as a colorless solid.

H NMR (400 MHz, o¾-THF) 8.05 (s, 1 H), 7.52 (s, 1 H), 7.49 - 7.47 (m, 1 H), 7.38 - 7.31 (m, 2H), 7.25 - 7.22 (m, 1 H), 4.41 - 4.35 (m, 2H), 4.30 - 4.23 (m, 1 H), 2.12 - 2.05 (m, 1 H), 1.10 - 1.01 (m, 2H), 0.94 - 0.89 (m, 2H) ppm; MS (ESI) m/z 260.0 [M + H ⁺ ].

Example 2: 1-[5-(2-Chlorophenyl)-2-cyclopropyl-4-pyridyl]ethanol:

1. 5-(2-Chlorophenyl)-2-cyclopropyl-pyridine-4-carbaldehyde:

[5-(2-Chlorophenyl)-2-cyclopropyl-4-pyridyl]methanol (350 mg) is dissolved in chloroform (20 mL) and manganese(IV) oxide (1.4 g) is added. After 14h heating to reflux the suspension is cooled to room temperature and filtered through silica. Volatiles are removed under reduced pressure resulting in 270 mg 5-(2-chlorophenyl)-2-cyclopropyl-pyridine-4-carbaldehyde as a colorless solid. H NMR (400 MHz, CDCI ₃ ) 9.84 (s, 1 H), 8.50 (s, 1 H), 7.63 (s, 1 H), 7.53 - 7.51 (m, 1 H), 7.45 - 7.38 (m, 2H), 7.35 - 7.33 (m, 1 H), 2.24 - 2.17 (m, 1 H), 1.16 - 1.07 (m, 4H) ppm; MS (ESI) m/z 258.0 [M + H ⁺ ]. 2. 1-[5-(2-Chlorophenyl)-2-cyclopropyl-4-pyridyl]ethanol:

5-(2-Chlorophenyl)-2-cyclopropyl-pyridine-4-carbaldehyde (1.0 g) is dissolved in THF (20 mL) and cooled to -20 °C. Methyl magnesium bromide (2.8 mL, 3 mol/L in THF) is added dropwise and the solution is warmed to room temperature over 2h. Aqueous saturated ammonium chloride solution is added, the mixture is extracted with ethyl acetate and the organic phase dried over Na2S0 ₄ . Solid parts are removed by filtration and the filtrate is concentrated under reduced pressure. The crude product is purified by column chromatography on silica with cyclohexane/ethyl acetate, resulting in 1.0 g 1-[5-(2-chlorophenyl)-2-cyclopropyl-4-pyridyl]ethanol as a colorless viscous oil.

H NMR (400 MHz, CDCI32, rotamers) 8.16 - 8.1 1 (2x s, 1 H), 7.50 - 7.44 (m, 2H), 7.38 - 7.27 (m, 2H), 7.23 - 7.19 (m, 1 H), 4.75 - 4.68 (m, 1 H), 2.15 - 2.08 (m, 1 H), 1.35 - 1.33 (m, 1 H), 1.28 - 1.21 (m, 3H), 1.13 - 0.99 (m, 4H) ppm; MS (ESI) m/z 274.0 [M + H ⁺ ].

Example 3: 5-(2-chlorophenyl)-2-cyclopropyl-4-(1-methoxyethyl)pyridine:

1-[5-(2-Chlorophenyl)-2-cyclopropyl-4-pyridyl]ethanol (400 mg) is dissolved in DMF (20 mL) and sodium hydride (60% in mineral oil, 76 mg) is added. After 15 min at room temperature methyl iodide (373 mg) is added and the suspension is stirred overnight. Volatiles are removed under reduced pressure and the residue is purified by column chromatography on silica with

cyclohexane/ethyl acetate resulting in 370 mg 5-(2-chlorophenyl)-2-cyclopropyl-4-(1- methoxyethyl)pyridine as a colorless viscous oil.

H NMR (400 MHz, CDCI32, rotamers) 8.20 - 8.16 (2x s, 1 H), 7.51 - 7.49 (m, 1 H), 7.38 - 7.31 (m, 3H), 7.23 - 7.16 (m, 1 H), 4.14 - 4.06 (m, 1 H), 3.26 - 3.14 (2x s, 3H), 2.15 - 2.08 (m, 1 H), 1.32 - 1.18 (2x d, J = 6.4 & 6.6 Hz, 3H), 1.28 - 1.21 (m, 3H), 1.14 - 1.01 (m, 4H) ppm; MS (ESI) m/z 288.0 [M + H ⁺ ].

Example 4: 5-(2-chlorophenyl)-2-cyclopropyl-4-(3-furyl)pyridine:

1. te/t-Butyl N-[5-(2-chlorophenyl)-2-cyclopropyl-4-pyridyl]carbamate:

5-(2-Chlorophenyl)-2-cyclopropyl-pyridine-4-carboxylic acid (5.8 g), triethylamine (3.8 mL) and diphenylphosphorylazide (5.8 g) in /BuOH (40 mL) are stirred at 85 °C for 2 h. Volatiles are removed under reduced pressure and the residue is purified by column chromatography on silica with cyclohexane/ethyl acetate, resulting in 5.5 g fe/f-butyl N-[5-(2-chlorophenyl)-2-cyclopropyl-4- pyridyl]carbamate as a colorless viscous oil.

H NMR (500 MHz, CDCI3) 8.10 (s, 1 H), 8.04 (s, 1 H), 7.56 - 7.54 (m, 1 H), 7.43 - 7.38 (m, 2H), 7.29 - 7.27 (m, 1 H), 2.1 1 - 2.06 (m, 1 H), 1.47 (s, 9H), 1.10 - 0.98 (m, 4H) ppm; MS (ESI) m/z 345.0 [M + H ⁺ ].

2. 5-(2-Chlorophenyl)-2-cyclopropyl-pyridin-4-amine:

fe/f-Butyl N-[5-(2-chlorophenyl)-2-cyclopropyl-4-pyridyl]carbamate (5.5 g) is suspended in 1 M aqueous HCI (20 mL) and heated to reflux for 2h. To the solution 50% NaOH is added until the mixture is basic. The aqueous phase is extracted with ethyl acetate, the organic phase is dried over Na2S0 ₄ and solid parts are removed by filtration. Concentration under reduced pressure results in 3.6 g 5-(2-chlorophenyl)-2-cyclopropyl-pyridin-4-amine as a colorless viscous oil.

H NMR (400 MHz, CDCI ₃ ) 7.97 (s, 1 H), 7.52 - 7.48 (m, 1 H), 7.36 - 7.28 (m, 3H), 6.48 (s, 1 H), 4.00 (brs, 2H), 1.97 - 1.91 (m, 1 H), 1.47 (s, 9H), 1.05 - 0.99 (m, 2H), 0.98 - 0.92 (m, 2H) ppm; MS (ESI) m/z 245.0 [M + H ⁺ ].

3. 4-Bromo-5-(2-chlorophenyl)-2-cyclopropyl-pyridine:

CuBr ₂ (2.0 g) is suspended in MeCN (50 mL) and fe/f-butylnitrite (1.3 g) is added dropwise. The mixture is warmed to 65 °C and 5-(2-chlorophenyl)-2-cyclopropyl-pyridin-4-amine (1.9 g) in MeCN (10 mL) is added dropwise. After 30 min the suspension is cooled to room temperature, water is added and the mixture is extracted with ethyl acetate. The organic phase is dried over Na2S0 ₄ , solid parts are removed by filtration and the filtrate is concentrated under reduced pressure. The crude product is purified by column chromatography on silica with cyclohexane/ethyl acetate, resulting in 1.1 g 4-bromo-5-(2-chlorophenyl)-2-cyclopropyl-pyridine as a colorless oil.

MS (ESI) m/z 309.9 [M + H ⁺ ].

4. 5-(2-Chlorophenyl)-2-cyclopropyl-4-(3-furyl)pyridine:

4-Bromo-5-(2-chlorophenyl)-2-cyclopropyl-pyridine (400 mg), 3-furylboronic acid (334 mg), Pd(dppf)C (95 mg) and CS2CO3 (1.1 g) are suspended in dioxane (5 mL) under argon and heated to reflux for 3h. After cooling to room temperature the suspension is filtered through silica, the silica is washed with ethyl acetate and the combined filtrate is concentrated under reduced pressure. The crude product is purified by column chromatography on silica with cyclohexane/ethyl acetate, resulting in 270 mg 5-(2-chlorophenyl)-2-cyclopropyl-4-(3-furyl)pyridine.

H NMR (400 MHz, CDCI3) 8.28 (s, 1 H), 7.46 - 7.43 (m, 1 H), 7.36 - 7.22 (m, 5H), 7.01 (s, 1 H), 6.28 (s, 1 H), 2.15 - 2.08 (m, 1 H), 1.16 - 1.03 (m, 4H) ppm; MS (ESI) m/z 296.0 [M + H ⁺ ].

With appropriate modification of the starting materials, the procedures given in the synthesis examples below were used to obtain further compounds of formula I. The compounds obtained in this manner are listed in the Table C that follows, together with physical data.

The products shown below were characterized by melting point determination, by the masses ([m/z]) or retention time (RT; [min.]) determined by HPLC-MS or HPLC spectrometry.

HPLC-MS = high performance liquid chromatography-coupled mass spectrometry; HPLC methods:

Method: Column: Phenomenex Kinetex 1.7 μηι XB-C18 100A; 50 x 2.1 mm; mobile phase: A: water + 0.1 % trifluoroacetic acid (TFA); B: acetonitrile + 0.1 % TFA; gradient: 5-100% B in 1.50 minutes; 100% B 0.25 min; flow: 0.8-1.Oml/min in 1.51 minutes at 60 °C.MS: quadrupole electrospray ionization, 80 V (positive mode).

Table C:

B Use examples

The herbicidal activity of the pyridine compounds of formula (I) was demonstrated by the following greenhouse experiments:

The culture containers used were plastic flowerpots containing loamy sand with approximately 3.0% of humus as the substrate. The seeds of the test plants were sown separately for each species.

For the pre-emergence treatment, the active ingredients, which had been suspended or emulsified in water, were applied directly after sowing by means of finely distributing nozzles. The containers were irrigated gently to promote germination and growth and subsequently covered with transparent plastic hoods until the plants had rooted. This cover caused uniform germination of the test plants, unless this had been impaired by the active ingredients.

For the post-emergence treatment, the test plants were first grown to a height of 3 to 15 cm, depending on the plant habit, and only then treated with the active ingredients which had been suspended or emulsified in water. For this purpose, the test plants were either sown directly and grown in the same containers, or they were first grown separately as seedlings and transplanted into the test containers a few days prior to treatment.

Depending on the species, the plants were kept at 10 - 25°C or 20 - 35°C, respectively.

The test period extended over 2 to 4 weeks. During this time, the plants were tended, and their response to the individual treatments was evaluated.

Evaluation was carried out using a scale from 0 to 100. 100 means no emergence of the plants, or complete destruction of at least the aerial moieties, and 0 means no damage, or normal course of growth. A good herbicidal activity is given at values of at least 70 and a very good herbicidal activity is given at values of at least 85.

The plants used in the greenhouse experiments were of the following species:

At an application rate of 2000 g/ha, Ex.1 applied by the pre-emergence method showed very good herbicidal activity against APESV and ECHCG.

At an application rate of 2000 g/ha, Ex.4 applied by the post-emergence method showed good herbicidal activity against ABUTH and ECHCG.

At an application rate of 2000 g/ha, Ex.5 applied by the post-emergence method showed good herbicidal activity against SETVI.

At an application rate of 1000 g/ha, Ex.6 applied by the post-emergence method showed good herbicidal activity against AMARE.

At an application rate of 2000 g/ha, Ex.8 applied by the post-emergence method showed very good herbicidal activity against ABUTH and AMARE, and applied by the pre-emergence method showed very good herbicidal activity against SETFA, ECHCG and APESV. At an application rate of 500 g/ha, Ex.1 1 applied by the post-emergence method showed very good herbicidal activity against AMARE.

At an application rate of 2000 g/ha, Ex.12 applied by the post-emergence method showed very good herbicidal activity against ALOMY, ABUTH and AMARE, and applied by the pre-emergence method showed very good herbicidal activity against ECHCG.

At an application rate of 1000 g/ha, Ex.13 applied by the post-emergence method showed very good herbicidal activity against AMARE.

At an application rate of 2000 g/ha, Ex.14 applied by the post-emergence method showed very good herbicidal activity against ABUTH, ECHCG and AMARE.

At an application rate of 2000 g/ha, Ex.16 applied by the pre-emergence method showed good herbicidal activity against APESV.

At an application rate of 2000 g/ha, Ex.17 applied by the post-emergence method showed very good herbicidal activity against AMARE.

At an application rate of 2000 g/ha, Ex.19 applied by the post-emergence method showed very good herbicidal activity against AMARE.

At an application rate of 2000 g/ha, Ex.20 applied by the pre-emergence method showed very good herbicidal activity against ECHCG.

At an application rate of 2000 g/ha, Ex.21 applied by the pre-emergence method showed very good herbicidal activity against ECHCG.

At an application rate of 1000 g/ha, Ex.23 applied by the post-emergence method showed very good herbicidal activity against ECHCG, and applied by the pre-emergence method showed very good herbicidal activity against AMARE.

At an application rate of 1000 g/ha, Ex.24 applied by the pre-emergence method showed very good herbicidal activity against ECHCG, and good herbicidal activity against APESV.