Carboxamides, their preparation and their use as herbicides

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 333/38 (2006.01) A01N 43/00 (2006.01) A01N 43/08 (2006.01) A01N 43/10 (2006.01) A01N 43/28 (2006.01) C07D 307/68 (2006.01) C07D 407/12 (2006.01) C07D 409/12 (2006.01) C07D 417/12 (2006.01)

Patent

CA 2026829

O.Z. 0050/41152 ABSTRACT OF THE DISCLOSURE: Carboxamides of the formulae Ia to Ic Image Image Image Ia Ib Ic where X is oxygen or sulfur; R1 is hydrogen or substituted or unsubstituted cycloalkyl or alkyl; R2 is hydroxy, alkoxy, cyanoalkyl, substituted or unsubstituted alkenyl, alkynyl, phenyl or naphthyl, a substituted or unsubstituted 5- to 6-membered heterocyctic structure or one of the groups stated for R1, or R1 and R2 together are a 4- to 7-membered chain which contains, in addition to methylene groups, one of the following groups as ring member: oxygen, sulfur, N-methyl or carbonyl; R3 and R4 are each nitro, cyano, halogen, substituted or unsubstituted amino, alkoxy, alkylthio, a substituted or unsubstituted 5- to 6-membered heterocyclic structure, substituted or unsubstituted alkenyl, alkynyl, phenyl, phenoxy or phenylthio, or one of the groups stated for R1; R5 is formyl, 4,5-dihydrooxazol-2-yl or COYR6 (Y = O,S); R6 is hydrogen, cycloalkyl, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkenyl or phenyl, a 5- to 6-membered heterocyclic structure, phthalimido, tetrahydro- phthalimido, succinimido, maleimido, benzotriazolyl or a group -N=CR7R8, where R7 and R8 are hydrogen or alkyl, and R8 may also be cycloalkyl, phenyl, furyl or R7 and R8 together form a 4- to 7-membered alkylene chain; O.Z. 0050/41152 and if R5 is carboxyl, methoxycarbonyl or ethoxycarbonyl and R2 is hydrogen, R3 is not hydrogen and R4 is not hydrogen or methyl, and if R5 is carboxyl, methoxycarbonyl or ethoxycarbonyl and R4 is hydrogen, R3 is not hydrogen or R2 is not one of the following groups: hydrogen; C1-C4- alkyl, phenyl; 2-(3,4-dimethoxyphenyl)ethyl or 2,5-dichlorothien-3-yl; processes for the manufacture of compounds I and herbicidal agents containing them.

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