C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/251, 260/249
C07D 495/04 (2006.01) A01N 47/36 (2006.01) C07D 333/34 (2006.01) C07D 513/04 (2006.01) C07D 521/00 (2006.01)
Patent
CA 1221691
Title BA-8530A HERBICIDAL SUBSTITUTED-THIOPHENE SULFONAMIDES Abstract of the Disclosure Compounds of the invention useful as herbicides, are of the following formula: Image wherein J is Image E is a bridge of 3 to 4 atoms, which may be substituted or unsubstituted, containing 0-2 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen and also containing 1 to 4 atoms of carbon, said bridge together with the two carbon attachment sites forming a non-aromatic 5 to 6 membered carbocyclic ring, an aromatic 5 to 6 membered heterocyclic ring, or a non-aromatic 5 to 6 membered heterocyclic ring, with the proviso that two oxygen atoms must be separated by at least one atom of carbon and that oxygen and sulfur are only linked to each other if the sulfur is in the form of -SO- or -SO2-; G is O, S or N-R; W is O or S; R is H or CH3; R1 is H, CH3, OOH3, Cl, Br, SCH3, SO2CH3 or NO2; R1' is H, CH3 or Cl; R2, R3 and R4 are independently H, Cl or C1-C4 alkyl; R5 is H or CH3; R6 is H, R8, SR8, SO2R8, OR8, C(O)R8, CO2R8, NR8R4, CN or Si(CH3)2R9; R7 is H, C1-C6 alkyl, Cl, or, CN, NO2, SR9, SO2R9, CO2R9 or C(O)R9; R8 is C1-C6 alkyl, C2-C6 alkenyl or C2-C6 alkynyl, each optionally substituted by one or more of: halogens, R11, C2-C6 epoxyalkyl, C3-C6 cycloalkyl, C4-C7 cycloalkylalkyl and Image R9 is C1-C4 alkyl, Image ; R10 is H, F, Cl, Br, CH3, OCH3, CN, NO2, SCH3, SO2CH3 or CF3; R11 is OR12, OC(O)R12, OC(O)NR9 R12, OSO2R12, OSI(CH3)2R9, Si (CH3)2R9, SR12, SO2R12, SCN, CN, NO2, C(O)R12, C(O)OR12, C(O)NR4R12 Image or L; R12 is H, C1-C6 alkyl, C1-C6 haloalkyl, \ C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl or Image ; L is a 5- or 6- membered aromatic heterocycle, a 5- or a 6- membered dihydroaromatic heterocycle or a 5- or 6- membered tetrahydroaromatic heterocycle each containing 1-4 heteroatoms selected from the group consisting of 0-1 oxygen atoms, also each optionally substituted with 1-4 CH3, 1-2 OCH3, 1 SCH3, 1 Cl, 1 N(CH3)2 or 1 CN or L is a 5- or 6- membered lactone, lactam or cycloalkanone optionally substituted with 1-4 CH3; A is Image A-4 A-5 A-6 wherein X is H C1-C4 alkyl C1-C4 alkoxy C1-C4 haloalkoxy C1-C4 haloalkyl, C1-C4 halo- alkylthio, C1-C4 alkythio, halogen C2-C5 alkoxyalkoxy, amino, C1-C3 alkylamino or di(C1-C3 alkyl)amino; Y is H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 haloalkylthio, C1-C4 alkylthio, halogen, C2-C5 alkoxyalkyl, C2-C5 alkoxyalkoxy , amino, C1-C3 alkylamino di(C1-C3 alkyl)amino, C3-C4 alkenyloxy, C3-C4 alkylnyloxy, C2-C5 alkylthioalkyl, C1-C4 haloalkyl, C3-C5 cycloalkyl, C2-C4 alkynyl; Image Image or N(OCH3)CH3 ; R? is H or CH3, Rb is C1-C2 alkyl; Rc is C1-C2 alkyl; W is O or S; m is 2 or 3; Z is CH, N, CCH3, CC2H5, CCl or CBr; Y1 is O or CH2; X1 is CH3, OCH3, OC2H5 or OCF2H; X2 is CH3, C2H5 or CH2CF3; Y2 is OCH3, OC2H5, SCH3, SC2H5; OCF2H, SCF2H, CH3 or CH2CH3; X3 is CH3 or OCH3; and Y3 is H or CH3.
467691
E. I. Du Pont de Nemours And Company
Mccallum Brooks & Co.
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