Substituted cinnamic oxime and cinnamic hydroxamide derivatives

Details Substituted cinnamic oxime and cinnamic hydroxamide derivatives Substituted cinnamic oxime and cinnamic hydroxamide derivatives

C - Chemistry, Metallurgy

07

D

C07D 239/54 (2006.01) A01N 37/32 (2006.01) A01N 37/50 (2006.01) A01N 43/54 (2006.01) C07C 251/40 (2006.01) C07C 259/06 (2006.01) C07C 265/14 (2006.01) C07C 271/28 (2006.01) C07C 271/58 (2006.01) C07C 331/28 (2006.01) C07D 209/48 (2006.01) C07D 413/10 (2006.01)

Patent

CA 2195021

Substituted cinnamic oxime derivatives (I) and hydroxamide derivatives (II) (formulae I and II) where R1 = halogen, NO2, CN, CF3; R2 = H, halogen; R3 = H, halogen, C1-C6 alkyl halide, C3-C6 alkenyl, C3-C6 alkinyl, hydroxy-C1-C4 alkyl; R4 = H, halogen, -S-, -O-CO-, -O-SO2 or a chemical bond; Y' = -O- or -S- ; R5 = possibly substituted C1-C6 alkyl or C1-C6 alkyl halide, C3-C6 alkenyl, C3-C6 alkinyl, possibly substituted phenyl or phenyl C1-C6 alkyl; or, if Y is - O-, -S- or a chemical bond, (C1-C6 alkyl) carbonyl or (C1-C6 alkoxy) carbonyl; or, if Y is a chemical bond, hydrogen or halogen; R5' = R5, H or (C1-C6 alkyl halide) carbonyl; R6 = H, C1-C6 alkyl, C1-C6 alkyl halide, C3-C6 cycloalkyl, C3-C6 alkenyl, C3-C6 alkinyl, hydroxy C1-C6 alkyl, C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkylthio C1-C6 alkyl, cyano C1-C6 alkyl, (C1-C6 alkoxy) carbonyl C1-C6 alkyl, (C1-C6 alkyl) carbonyl C1-C6 alkyl, (C1-C6 alkyl) carbonyloxy C1-C6 alkyl or possibly substituted phenyl C1-C6 alkyl or, if Y is oxygen or sulphur, R5 + R6 together = substituted C1-C3 alkylene; Cyc = N-(3,4,5,6 tetrahydrophthalimido) or (a), X1, X2 = oxygen or sulphur; R7 = H, C1-C6 alkyl, C1-C6 alkyl halide, NH2; R8, R9 = H, halogen, C1-C6 alkyl, C1-C6 alkyl halide or possibly substituted phenyl; and salts of I and II. Use: herbicides; desiccation/defoliation of plants.

L'invention concerne des dérivés (I) d'oxime cinnamique et des dérivés (II) d'hydroxamide cinnamique substitués, formules (I) et (II) où R?1¿ désigne halogène, NO¿2?, CN, CF¿3?; R?2¿ désigne h, halogène; R?3¿ désigne H, halogène, alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6?, cycloalkyle C¿3?-C¿6?, alkényle C¿3?-C¿6?, alkinyle C¿3?-C¿6?, hydroxy-alkyle C¿1?-C¿6?; R?4¿ désigne H, halogène, CN, alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6? ou R?3¿ + R?4¿ désignent une liaison chimique; Y désigne -O-, -S-, -O-CO-, -O-SO¿2?- ou une liaison chimique; Y' désigne -O- ou -S-; R?5¿ désigne alkyle C¿1?-C¿6? ou halogénure d'alkyle C¿1?-C¿6? éventuel. subst.; cycloalkyle C¿3?-C¿6?, alkényle C¿3?-C¿6?, alkinyle C¿3?-C¿6?, phényle ou phényle-alkyle C¿1?-C¿6? éventuel. subst., ou, si Y désigne -O-, -S- ou une liaison chimique, (alkyle C¿1?-C¿6?) carbonyle ou (alcoxy C¿1?-C¿6?)carbonyle; ou, si Y désigne une liaison chimique, hydrogène ou halogène; R?5'¿ désigne R?5¿, H ou (halogénure d'alkyle C¿1?-C¿6?)carbonyle; R?6¿ désigne H, alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6?, cycloalkyle C¿3?-C¿6?, alkényle C¿3?-C¿6?, alkinyle C¿3?-C¿6?, hydroxy-alkyle C¿1?-C¿6?, alcoxy C¿1?-C¿6?-alkyle C¿1?-C¿6?, alkylthio C¿1?-C¿6?-alkyle C¿1?-C¿6?, cyano-alkyle C¿1?-C¿6?, (alcoxy C¿1?-C¿6?)carbonyle-alkyle C¿1?-C¿6?, (alkyle C¿1?-C¿6?)carbonyle-alkyle C¿1?-C¿6?, (alkyle C¿1?-C¿6?)carbonyloxy-alkyle C¿1?-C¿6? ou phényle-alkyle C¿1?-C¿6? éventuel. subst., ou si Y désigne oxygène ou soufre, R?5¿ + R?6¿ désignent conjointement alkylène C¿1?-C¿3? éventuel. subst.; Cyc désigne N-(3,4,5,6-tétrahydrophtalimido) ou (a), X?1¿, X?2¿ désignent oxygène ou soufre; R?7¿ désigne H, alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6?, NH¿2?; R?8¿, R?9¿ désignent H, halogène, alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6? ou phényle éventuel. subst. L'invention concerne également les sels de (I) et de (II). Ces dérivés s'utilisent comme herbicides, agents de dessiccation/défoliants pour végétaux.

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