N-(phenylsulfonyl) picolinamide derivatives, process for...

Details N-(phenylsulfonyl) picolinamide derivatives, process for... N-(phenylsulfonyl) picolinamide derivatives, process for...

C - Chemistry, Metallurgy

07

D

C07D 213/81 (2006.01) A01N 43/40 (2006.01)

Patent

CA 2320217

A herbicide comprising as the active ingredient are N- (phenylsulfonyl) picoliniamide derivative represented by the following general formula. This ingredient is synthesized by condensing a substituted picolinic acid with a substituted benzenesulfonamide or reacting a substituted picolinic represented with a substituted benzenesulfonamide in the presence of a basic compound: Image wherein X represents halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, (C1-C4 alkoxy)carbonyl group, (di-C1-C4 alkylamino)sulfonyl group, [N-(C1-C9 alkyl)-N-(C1-C4 alkoxy)amino] sulfonyl group, (C1-C4 alkylamino)sulfonyl group, C1-C4 alkylthio group, C1-C4 alkylsulfinyl group, C1-C4 alkylsulfonyl group or nitro group, n is as integer of 0 - 5, Y represents halogen atom, C1-C4 alkyl group, C1- C4 haloalkyl, group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, C4-C4 alkylthio group, C1-C4 haloalkylthio group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, (C1-C4 alkoxy) C1-C4 alkyl group, (C1-C4 alkylthio) C1-C4 alkyl group or nitro group, m is an integer of 0 - 4.

On décrit un herbicide contenant en tant qu'ingrédient actif un dérivé de N-(phénylsulfonyle) picolinamide représenté par la formule (I) dans laquelle X représente un halogéno, un alkyle C1-4, un haloalkyle C1-4, un alcoxy C1-4, un haloalcoxy C1-4, un (alcoxy C1-4)carbonyle, un [di (alkyle C1-4)amino]sulfonyle, un [N - (alkyle C1-4) -N- (alcoxy C1-4) amino]sulfonyle, un (alkylamino C1-4)sulfonyle, un alkylthio C1-4, un alkylsulfynyle C1-4, un alkylsulfonyle C1-4, ou nitro; n représente un entier compris entre 0 et 5; Y représente un halogéno, un alkyle C1-4, un haloalkyle C1-4, un alcoxy C1-4, un haloalcoxy C1-4, un alkylthio C1-4, un haloalkylthio C1-4, amino, un alkylamino C1-4, un di(alkyle C1-4)amino, un (alcoxy C1-4)alkyle C1-4, un (alkylthio C1-4)alkyle C1-4, ou nitro; et m représente un entier compris entre 0 et 4. Pour synthétiser cet ingrédient actif, on condense un acide picolinique substitué avec un benzènesulfonamide substitué dans des conditions de déshydratation, ou bien on fait réagir un ester phénylique d'un acide picolinique substitué avec un benzènesulfonamide substitué en présence d'un composé basique.

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