Aminopyrazinones and aminotriazinones

C - Chemistry – Metallurgy – 07 – D

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C07D 241/20 (2006.01) A01N 47/36 (2006.01) C07D 253/07 (2006.01) C07D 253/075 (2006.01) C07D 521/00 (2006.01)

Patent

CA 1292738

Aminopyrazinones and am;notriazinones Abstract Aminopyrazinones and aminotr;azinones of the formula I Image (I) and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or quaternary ammonium bases have good pre- and post-emergent selective herbicidal and growth-regulating properties. In this formula, E is nitro- gen or =CR4-, R1 is C1-C4-alkyl, R2 is hydrogen, C1-C3- alkyl, C1-C3-halogenoalkyl, C1-C3-alkoxy, C1-C3-halogenoal- koxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl, C1-C2-alkoxy- ethoxy, C1-C3-alkylsulfonyl, halogen or -NR5R6, R3 is hydro- gen or C1-C3-alkyl and Q is a group -?-NH-SO2-A, in which R4 is hydrogen, C1-C3-alkyl, C1-C3-halogenoalkyl, C1-C3- alkoxy, cyclopropyl, C1-C3-halogenoalkoxy, C1-C3-alkylthio, C2-C4-alkoxyalkyl, C3-C5-dialkoxymethyl, halogen or -NR5R6, R5 and R6 independently of one another are hydrogen or C1-C3- alkyl, X is oxygen or sulfur and A is a group Image in which Y is oxygen, sulfur, -CH=CH-, -NR9- or -CR10-N-, R7 is hydrogen, halogen, C1-C3-alkyl, C1-C3-alkoxy, nitro or trifluoromethyl, R8 is hydrogen, halogen, C1-C3-alkyl, C1-C3- alkoxy, nitro, -C=CH, or one of the groups Image R9 and R10 independently of one another are hydrogen, C1-C3- alkyl or C2-C4-alkenyl, R11 is hydrogen, C1-C3-alkyl, C1-C3- halogenoalkyl, C3-C6-cycloalkyl or C2-C4-aLkoxyalkyl, R12 is C1-C6-alkoxy, C3-C6-alkenyloxy, C3-C6-alkinyloxy, C2-C6-halo- genoalkoxy, C1-C4-cyanoalkoxy, C1-C6-alkylthio, C3-C6-alkenyl- thio, C3-C6-alkinylthio, C5-C6-cycloalkoxy, C2-C6-alkoxyalkoxy or -NR16R17, R13 is hydrogen, C1-C3-alkyl or C3-C4-alkenyl, R14 is hydrogens C1-C3-alkyl, C1-C3-cyanoalkyl or C1-C3-al- koxy, R15 is C3-C6-alkinyl, C2-C6-alkenyl, C1-C6-alkyl, C1- C4-halogenoalkyl, C2-C4-halogenoalkenyl or C1-C4-alkyl, sub- stituted by cyano, methoxy, ethoxy, nitro, C1-C4-alkoxycar- bonyl, methylthio, ethylthio, methylsulfonyl or ethylsulfonyl; or C3-C4-alkenyl substituted by nitro, cyano, methoxy or eth- oxy, R16 is hydrogen, C1-C3-alkyl or C3-C4-alkenyl, R17 is hy- drogen, C1-C3-alkyl, C1-C3-cyanoalkyl or C1-C3-alkoxy, R18 is C1-C3-alkyl and C1-C3-halogenoalkyl, W is oxygen or sulfur, Z is oxygen, sulfur, -SO- or -SO2- and m is the number zero or one.

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