Pyrimidinylbenzimidazole and triazinylbenzimidazole...

C - Chemistry – Metallurgy – 07 – D

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C07D 403/04 (2006.01) A01N 43/54 (2006.01) A01N 43/66 (2006.01) A01P 3/00 (2006.01) C07D 239/42 (2006.01) C07D 239/46 (2006.01)

Patent

CA 2350968

A pyrimidinylbenzimidazole or triazinylbenzimidazole derivative represented by the general formula [I]: Image {wherein A is N or CR3, each of R1 and R2 which are independent of each other, is a hydrogen atom, a halogen atom, a(C1-C6) alkyl group, a (C2-C6) alkenyl group, a (C2-C6) alkynyl group, a (C3-C6) cycloalkyl group, a(C1- C4) haloalkyl group, a(C1-C6) alkoxy group, a (C2-C6) alkenyloxy group, a (C2-C6) alkynyloxy group, a (C3-C6) cycloalkoxy group, a(C1-C4) haloalkoxy group, a cyano ( C1-C4 ) alkyloxy group, a (C1-C4 ) alkoxy ( C1-C4 ) alkyloxy group, a (C3-C6) cycloalkyl (C1-C4) alkoxy group, a benzyloxy group [said group may be substituted by a halogen atom, a(C1-C4) alkyl group or a(C1-C4) alkoxy group] , a(C1-C6) alkylthio group, a(C1-C4) alkoxy (C1-C4) alkyl group, a phenoxy group [said group may be substituted by a halogen atom, a(C1-C4) alkyl group or a (C1-C4) alkoxy group], a(C1-C4) alkylcarbonyl group, a formyl group, a phenyl group, a di(C1-C4) alkylamino group, a cyano group or a(C1-C6) alkylsulfonyl group, R3 122 is a hydrogen atom, a(C1-C6) alkyl group, a(C1-C6) alkoxy group or a halogen atom, X is a hydrogen atom, a halogen atom, a nitro group, a cyano group, a(C1-C6) alkyl group, a(C2-C6) alkenyl group, a(C2-C6) alkynyl group, a(C3-C6) cycloalkyl group, a benzyl group [said group may be substituted by a halogen atom, a(C1-C4) alkyl group or a(C1-C4) alkoxy group], a(C1-C6) alkoxy group, a (C2-C6) alkenyloxy group, a(C2-C6) alkynyloxy group, a(C1-C6) alkylthio group, a(C1-C6) alkylsulfonyl group, a phenoxy group, a(C1-C4 ) alkoxy ( C1-C4 ) alkyl group, a(C1-C4) haloalkyl group, a(C1-C4) haloalkoxy group, a (C1-C4 ) alkylcarbonyl group, a (C1-C4 ) alkoxycarbonyl group, an amino group, a mono(C1-C4) alkylamino group, a di(C1-C4) alkylamino group, an anilino group or a phenyl group [said group may be substituted by a halogen atom, a(C1-C4) alkyl group or a (C1-C4) alkoxy group], Y is a halogen atom, a nitro group, a cyano group, a(C1-C6) alkyl group, a(C2-C6) alkenyl group, a(C2-C6) alkynyl group, a(C1-C6) alkoxy group, a(C2-C6) alkenyloxy group, a(C2-C6) alkynyloxy group, a(C1-C4) haloalkoxy group, a(C1-C6) alkylthio group, a (C1-C4) alkoxy ( C1-C4 ) alkyl group, a (C1-C4 ) haloalkyl group, a(C1-C4) alkylcarbonyl group, a(C1-C4) alkoxycarbonyl group, a benzoyl group, an amino group, a mono (C1-C4) alkylamino group, a di (C1-C4) alkylamino group, a phenyl group [said group may be substituted by a halogen atom, a(Cl-C4) alkyl group or a(C1-C4) alkoxy 123 group] or a phenoxy group [said group may be substituted by a halogen atom, a(C1-C4) alkyl group or a(C1-C4) alkoxy group], and n is 0 or an integer of from 1 to 3}.

Cette invention, qui a trait à des dérivés de pyrimidinylbenzimidazole et de triazinylbenzimidazole correspondant à la formule générale (I), porte également sur des bactéricides agricoles/horticoles contenant ces dérivés comme ingrédients actifs. Elle concerne, de surcroît, des intermédiaires entrant dans la production de ces dérivés, correspondant à la formule générale (XV). A représente N ou CR<3>, R<1> et R<2> représentent chacun, de manière indépendante, un hydrogène, un halogéno, un alkyle porteur de 1 à 6 atomes de carbone, un alcényle porteur de 2 à 6 atomes de carbone, etc., R<3> représente un alkyle porteur de 1 à 6 atomes de carbone, un alcoxy porteur de 1 à 6 atomes de carbone ou un halogéno, R<5> représente un amino, un nitro, etc., X représente un hydrogène, un halogéno, un nitro, un cyano, etc., Y représente un halogéno, un nitro, un cyano, un alkyle porteur de 1 à 6 atomes de carbone et n est un nombre entier valant 0 ou dont la valeur est comprise entre 1 et 3.

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