SATSUDANI SATSUCHUKAGOBUTSUSOSEIBUTSU

Japanese Patent JPS5148428

A

1448165 1 - Substituted - 5 - (substituted phenyl) - 3 - methyl - 1,3,5 - triazapenta - 1,4- dienes and their acaricidal compositions PFIZER Ltd 21 Aug 1975 [23 Aug 1974] 37232/74 Heading C2C The invention comprises compounds of general Formula I and their salts with weak dibasic organic acids wherein R1 is a C 1-4 alkyl group; R2 is a hydrogen or halogen atom or a C 1-4 alkyl group; R3 is a C 4-10 cycloalkyl group optionally substituted by a halogen atom or a C 1-4 alkyl group, a C 1-4 alkyl group substituted by an aryl group; or a C 1-4 alkyl group substituted by a C 4-10 cycloalkyl group, said cycloalkyl group optionally being substituted by a C 1-4 alkyl group or a halogen atom and R4 is a hydrogen atom, a C 1-4 alkyl group or a group of formula SR5 in which R5 is a hydrogen atom or a C 1-4 alkyl group. Compounds of Formula I in which R4 is hydrogen may be prepared by reacting a formamidine of Formula II with an isonitrite of formula R3 NC in the presence of a catalyst such as CuO or Cu 2 Cl 2 . Compounds in which R4 is a hydrogenation or a C 1-4 alkyl group may be prepared (a) by reacting a compound of Formula II (above) with an imidate of Formula III in which R6 is a C 1-4 alkyl group by heating; (b) by heating a compound of Formula IV in which R7 is a C 1 alkyl group with an amidine of Formula V or (c) by reacting an amidine of Formula III (above) with an isonitrile of Formula VI in the presence of a catalyst, e.g. CuO or Cu 2 1Cl 2 . Compounds of Formula I in which R4 is a group of formula SR5 may be prepared by reacting a formamidine of Formula II (above) with an isothiocyanate of formula R3NCS to obtain a product in which R5 is hydrogen followed, if desired by 5-alkylation. N - Cyclohexyl - N1 - methylacetamidine is obtained by reaction of methyl N-methylacetimidate with cyclohexylamine. N-Cyclohexylformamide is prepared by reaction of formic acid with cyclohexylamine and is further reacted with triethyloxanium fluorborate to obtain ethyl N-cyclohexylformimidate. N - Methyl - N1 - (2,4 - dimethylphenyl)- formamidine is prepared by reaction of 2,4- xylidine hydrochloride with N-methylformamide in the presence of benzenesulphonylchloride. Acaricidal and insecticidal compositions comprise a compound of Formula I together with a diluent or carrier.

MAIKERU REIMONDO GUREEBUSU RII
AREKISANDAA BOORINGOORU PENROO

JP10200275A

April 26, 1976

August 22, 1975

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PFIZER

A01N35/10; A01P7/02; A01N37/52; C07C23/00; C07C67/00; C07C239/00; C07C251/00; C07C257/10; C07C325/00; C07C335/32; C07C335/34; C07C335/38; A01N47/32; A01N; A61K; C07C; C07D; (IPC1-7): A01N9/12; A01N9/20; C07C123/00; C07C149/00

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