C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/249, 260/251
C07D 401/12 (2006.01) A01N 47/36 (2006.01) C07D 401/04 (2006.01) C07D 401/14 (2006.01) C07D 413/04 (2006.01) C07D 521/00 (2006.01)
Patent
CA 1252095
Title HERBICIDAL PYRIDINESULFONAMIDES Abstract of the Disclosure Novel pyridinesulfonamide compounds containing ortho-heterocyclic substituents such as N-[(4,6- dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(1H-1,2,4- triazol-1-yl)-3-pyridinesulfonamide display utility as herbicides and plant growth regulants. More specifically the compounds of the invention are of the formula: Image I II wherein R is H or CH3; R1 is H, Cl, Br, SCH3, or CH3; n is 0, 1 or 2; W is O or S; Q is phenyl optionally substituted with Cl, OCH3, or CH3, a saturated 5- or 6-membered ring containing one heteroatom selected from O, S, or N, or an unsaturated 5- or 6-membered ring containing 1 to 3 heteroatoms selected from 0-1 S, 0-1 O or 0-3 N and when Q is an unsaturated 5- or 6-membered ring, it may optionally be substituted by one or more groups selected from C1-C4 alkyl, halogen, C3-C4 alkenyl C1-C3 alkoxy, C1-C3 alkylthio, C3-C4 alkenyl- thio, C1-C2 haloalkoxy or C1-C2 haloa1kylthio; Image A-1 A-2 A-3 Image A-4 A-5 A-6 X is CH3, OCH3, OCH2CH3, Cl, F, Br, I, OCF2H, CH2F, OCH2CH2F, OCH2CHF2, OCH2CF3 or CF3; Y is H, C1-C2 alkyl, OCH3, OC2H5, CH2OCH3, NHCH, N(OCH3)CH3, N(CH3)2, CF3, SCH3, OCH2CH=CH2, OCH2C?CH, CH2OCH2CH3, OCH2CH2OCH3, CH2SCH3, Image , Image , OCF2H, SCF2H or cyclopropyl; m is 2 or 3; L1 and L2 are independently O or S; R2 is H or CH3; R3 and R4 are independently C1-C2 alkyl; Z is CH or N; Y1 is O or CH2; X1 is CH3, OCH3, OC2H5 or OCF2H; Y2 is H or CH3; X2 is OCH3 SCH3 or CH3; Y3 is CH3, C2H5 or CH2CF3; and X3 is CH3 or OCH3; provided that a) when X is Cl, F, Br or I, then Z is CH and Y is OCH3, OC2H5, N(OCH3)CH3, NHCH3, N(CH3)2 NH2 OR OCF2H; b) when Y is cyclopropyl, X is other than Cl, F, Br or I; c) when Q is 1H-1,2,4-triazol-1-yl, then Z is CH; d) when X or Y is OCF2H, then Z is CH; e) when Q is a saturated 5- or 6-membered ring containing one nitrogen atom, it is bonded to the pyridine ring through carbon; and f) when W is S, then R is H, A is A-1, and Y is CH3, OCH3,OC2H5, CH2OCH3, C2H5, CF3, SCH3, OCH2CH=CH2, OCH2C?CH, OCH2OCH3, CH(OCH3)2 or Image ; and their agriculturally suitable salts.
548198
E. I. Du Pont de Nemours And Company
Mccallum Brooks & Co.
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