Substituted carbamoyl triazoles and their use as herbicides

Details Substituted carbamoyl triazoles and their use as herbicides Substituted carbamoyl triazoles and their use as herbicides

C - Chemistry, Metallurgy

07

D

C07D 401/12 (2006.01) A01N 47/38 (2006.01) C07D 403/12 (2006.01) C07D 405/12 (2006.01) C07D 409/12 (2006.01) C07D 411/12 (2006.01) C07D 413/12 (2006.01) C07D 417/12 (2006.01) C07D 419/12 (2006.01)

Patent

CA 2264708

Substituted carbamoyl triazoles have the formula (I), in which the variables have the following meanings: R1 is hydrogen, C1-C6 alkyl, C1-C6 alkyl halide, C3-C8 cycloalkyl, C3-C6 alkenyl or C3-C6 alkinyl; R2 is R1, C1-C6 alkoxy or C1- C6 alkoxy halide; or R1 and R2 form together an optionally substituted C2-C5 alcandiyl radical, and if they form a C4-C5 alcandiyl radical one CH2 group may be substituted by oxygen or a group NH or N-C1-C6 alkyl; R3, R4 and R5 are hydrogen, cyano, C1-C6 alkyl, C1-C6 alkyl halide, C3-C6-cycloalkyl, C2-C6 alkenyl, C2-C6 alkinyl, C1-C6 alkoxy, C1-C6 alkoxy halide, C1-C6 alkylthio, C1- C6 alkyl carbonyl, C1-C6 alkyl halide carbonyl, C1-C6 alkoxycarbonyl, optionally substituted phenyl or benzyl; A is an optionally substituted, saturated or partially unsaturated heterocycle containing one to three heteroatoms selected from the group of oxygen, sulphur and nitrogen, and is five- or six-membered; n equals 0, 1 or 2, provided that A does not stand for 1,3-dioxolan-2-yl or 1,3-dioxan-2-yl. Also disclosed are salts of (I) useful in agriculture, a process for preparing the same and their use as herbicides.

L'invention concerne des carbamoyltriazoles substitués de la formule (I), ainsi que leurs sels à usage agricole. Dans cette formule, les variables ont la signification suivante: R?1¿ est hydrogène, alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6?, cycloalkyle C¿3?-C¿8?, alcényle C¿3?-C¿6? ou bien alcinyle C¿3?-C¿6?; R?2¿ représente R?1¿, alcoxy C¿1?-C¿6? ou halogénure d'alcoxy C¿1?-C¿6?; ou bien R?1¿ et R?2¿ forment conjointement un reste alcanediyle C¿2?-C¿5? éventuellement substitué, et dans le cas d'un reste alcanediyle C¿4?-C¿5?, un groupe CH¿2? peut être remplacé par oxygène ou un groupe NH ou N-alkyle C¿1?-C¿6?; R?3¿, R?4¿ et R?5¿ désignent hydrogène, cyano, alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6?, cycloalkyle C¿3?-C¿6?, alcényle C¿2?-C¿6?, alcinyle C¿2?-C¿6?, alcoxy C¿1?-C¿6?, halogénure d'alcoxy C¿1?-C¿6?, alkylthio C¿1?-C¿6?, alkylcarbonyle C¿1?-C¿6?, halogénure d'alkylcarbonyle C¿1?-C¿6?, alcoxycarbonyle C¿1?-C¿6?, phényle ou benzyle, les deux derniers substituants cités pouvant être éventuellement substitués; A représente un hétérocycle saturé ou partiellement insaturé éventuellement substitué contenant un à trois hétéroatomes choisis dans le groupe oxygène, soufre et azote, et est pentagonal ou hexagonal; n vaut 0, 1 ou 2; à condition que A ne désigne pas 1,3-dioxolan-2-yle ou 1,3-dioxan-2-yle. L'invention concerne également leur procédé de préparation et leur utilisation comme herbicides.

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