PREPARATION OF SUBSTITUTED BENZENE, BENZENESULFONIC ACID AND ITS DERIVATIVE, AND PREPARATION OF N,N'-SUBSTITUTED UREA

Japanese Patent JP3629591

B2

PURPOSE: To efficiently obtain the compds. having a plant-growth regulating characteristic, by subjecting amino-benzenes to diazotization, after that subjecting it to homogeneous Pd-catalysed coupling with an olefin and then subjecting it to heterogeneous Pd-catalysed hydrogenation of the olefinic substituent.
CONSTITUTION: Anilines (e.g. aniline-2-sulfonic acid, etc.), are treated with sodium nitrite in the presence of an acid to form diazonium salts represented by formula I [where Ar is 6-20C (substd.) aryl, 3-20C heteroaryl, etc.]. The compds. of 1 mole equiv. are reacted with olefins (e.g. 3,3,3-trifluoropropene, etc.), of ≥1 mole equiv., represented by formula II (Ra-Rc are each H or hydrogenation stable substitent), in an inert solvent and in the presence of a homogeneous palladium catalyst, alkali (alkaline earth) metal salt of carboxylic acids, etc., to form the compds. represented by formula III. The compds. are hydrogenated in an inert solvent and in the presence of a palladium hydrogenation catalyst to obtain the objective compds. (for example, trifluoropropyl benzenesulfonic acid, etc.), represented by formula IV.

Peter Bowmeister
Gottfried Seifert
Heinz Steiner

JP22525993A

March 16, 2005

August 18, 1993

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Syngenta Partitions Akchen Gesell Shaft

C07B37/04; C07B43/00; C07B47/00; C07B61/00; C07B35/02; C07C245/12; C07C245/20; C07C303/22; C07C303/32; C07C309/39; C07D251/16; C07D251/18; C07D251/22; C07D251/46; C07D251/52; A61K31/00; C07C15/00; (IPC1-7): C07C309/39; C07B35/02; C07B37/04; C07C303/22; C07D251/16

JP7206723A
JP6001752A
JP5140023A
JP3188058A
JP59181252A
JP5140080A

Calyx
Toshio Nakamura
Miyazaki Yoshio
Tsutomu Kato

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