Phenylsulfonamides

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

260/474.1, 260/5

C07D 521/00 (2006.01) A01N 47/36 (2006.01)

Patent

CA 1205482

Abstract of the Disclosure . Novel phenylsulfonamides of the general formula Image (IIA) are disclosed, wherein (1) A is a C1-C6 alkyl radical which is substituted by halogen, C1-C4 alkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkyl- sulfonyl, C1-C4 haloalkoxy, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl or C1-C4 haloalkylsulfonyl, or a C2-C6 alkenyl radical which is unsubstituted or substituted by the above substituents, X is oxygen, sulfur, a sulfinyl or sulfonyl bridge, m is one or two, R1 is hydrogen, halogen, C1-C5 alkyl, C2-C5 alkenyl or a radical -Y-R5, R2 has any of the meanings of R1 or is C1-C4 halo- alkyl, -COOR6, NO2 or -CO-NR7-R8, R5 and R6 are each independently C1-C5 alkyl, C2-C5 alkenyl or C2-C6 alkynyl, R7 and R8 are each independently hydro- gen, C1-C5 alkyl, C2-C5 alkenyl or C2-C6 alkynyl, and Y is oxygen, sulfur, a sulfinyl or sulfonyl bridge; or (2) m is one, A is hydrogen, X is oxygen or sulfur and R1 and R2 are as defined above, with the proviso that R2 is not hydrogen and one of the substituents R2 or X-A is always in the 2-position to the sulfonamide group; with the exception of 2-trifluoromethoxyphenylsulfon- amide and 2-trifluoromethylthiophenylsulfonamide. The compounds (IIA) are useful as intermediates in the preparation of certain N-phenylsulfonyl-N'- pyrimidinyl- and triazinyl ureas having good pre- and postemergence selective herbicidal and growth regulating properties.

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