N-phenylsulfonyl-n'-pyrimidinylureas and n-...

C - Chemistry – Metallurgy – 07 – D

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C07D 239/28 (2006.01) A01N 47/36 (2006.01) C07D 239/46 (2006.01) C07D 251/12 (2006.01) C07D 521/00 (2006.01)

Patent

CA 1223010

- 1 - Abstract of the Disclosure N-Phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinyl-ureas The invention relates to N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N-triazinylureas of the general formula Image (I), wherein R1 is hydrogen, halogen, nitro, amino, C1-C5alkyl, C1-C4haloalkyl or a -Q-R7,-CO-OR8 or -(CO)n -NR9R10 radical, R2 is hydrogen, C1-C4alkyl, C1-C4alkoxy, C1-C4alkylthio, C1-C4halo- alkyl, C1-C4haloalkoxy, halogen or alkoxyalkyl containing not more than 4 carbon atoms, R3 is C2-C10alkenyl which is substituted by one or more fluorine or bromine atoms or by one or more hydroxyl, cyano, nitro, -(Y)m-CO-(Z)n-R8, -SO2_NR11R12,-S(0)p-C1-C3haloalkyl or -S(O) - C1-C3alkyl groups and which may additionally be substituted by one or more chlorine atoms, R4 is C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy or C1-C3haloalkoxy, R5 is hydrogen, halogen, -NR13R14, C1-C3alkyl, C1-C3haloalkyl, C1-C3 alkoxy or C1-C2 haloalkoxy, R6 is hydrogen, C1-C3alkyl or C1-C3alkoxy, X is oxygen or sulfur, and E is nitrogen or the methine group, and R7 is C1-Clalkyl which is substituted by halogen or C1-C3alkoxy or is C3-C5alkenyl, - 2 - R8 is C1-C4alkyl, C1-C4haloalkyl or C2-C6alkoxyalkyl, R9, R10, R11, R12, R13 and R14, each independently of the other, are hydrogen or C1-C3alkyl, Q is oxygen, sulfur, the sulfinyl or sulfonyl bridge, Y is oxygen, sulfur or -NR16-, wherein R16 is hydrogen or C1-C3alkyl, Z is oxygen, sulfur or -NR17-, wherein R17 is hydrogen or C1-C3alkyl, m and n are each O or 1, and p is 0, 1 or 2, and to the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases. These compounds have good pre- and postemergence selective herbicidal and growth regulating properties.

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