N-2-CARBOXYLPHENYLSULFONYL-N'-PYRIMIDIN-2-YL OR TRIAZIN-2-YL-UREA COMPOUNDS

• Main Author: HILLEMANN, CRAIG L
• Format: Patent
• Language: English; French
• Published: 08.12.1987
• Edition: 4
• Subjects: AGRICULTURE; ANIMAL HUSBANDRY; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; CHEMISTRY; FISHING; FORESTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HUNTING; METALLURGY; ORGANIC CHEMISTRY; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF; TRAPPING

TITLE The invention relates to certain herbicidal sulfonamides, agriculturally suitable compositions thereof and a method for their use as a general or selective preemergent or postemergent herbicide or as a plant growth regulant. Especially preferred for usage in paddy rice crop because of its selectivity to rice, especially Japonica rice or paddy rice, and activity against undesired plant growth is the compound of Formula I where R1 is ethyl, R2 is difluoromethoxy, X and Y are methoxy and Z is CH as shown below: or I II wherein R is H or CH3: R1 is C1-C3 alkyl, C3-C4 alkoxyalkyl, C2-C4 halo alkyl, C3-C4 alkenyl or C3-C4 alkynyl: R2 is C2-C6 alkoxy, C3-C6 cycloalkoxy. C4-C6 cycloalkylalkoxy, C1-C6 haloalkoxy, C2-C6 alkenyloxy, C2-C6 haloalkenyloxy, C3-C6 alkynyloxy, C3-C6 haloalkynyloxy, C2-C4 alkoxyalkoxyC2-C4 haloalkoxyalkoxy, C2-C4 alkylthioalkoxy, C2-C4 haloalkylthioalkoxy, C2-C4 alkylsulfinylalkoxy, C2-C4 haloalkylsulfinylalkoxy, C2-C4 alkylsulfonylalkoxy, C2-C4 haloalkylsulfonylalkoxy, C2-C4 cyanoalkoxy, OCH2C(O)CH3, OCH2CH2C(O)CH3, C2-C4 aminoalkoxy, C1-C8 alkylthio, C3-C6 cycloalkylthio, C4-C6 cycloalkylalkylthio, C1-C8 haloalkylthio, C2-C6 alkenylthio, C2-C6 haloalkenylthio, C3-C6 alkynylthio, C3-C6 haloalkynylthio, C2-C4 alkoxyalkylthio, C2-C4 haloalkoxyalkylthio, C2-C4 alkylthioalkylthio, C2-C4 haloalkylthioalkylthio, C2-C4 cyanoalkylthio, SCH2C(O)CH3, SCH2CH2C(O)CH3, C2-C4 aminoalkylthio, SC6H5, SCH2C6H5, C1-C8 alkylsulfinyl, C3-C6 cycloalkylsulfinyl, C4-C6 cycloalkylalkylsulfinyl, C1-C8 haloalkylsulfinyl, C2-C6 alkenylsulfinyl, C2-C6 haloalkenylsulfinyl, C3-C6 alkynylsulfinyl, C3-C6 haloalkynylsulfinyl, C2-C4 alkoxyalkylsulfinyl, C2-C4 haloalkoxyalkylsulfinyl, C2-C4 cyanoalkylsulfinyl, S(O)CH2C(O)CH3, S(O)CH2CH2C(O)CH3, C2-C4 aminoalkylsulfinyl, C2-C8 alkylsulfonyl, C3-C6 cycloalkylsulfonyl, C4-C6 cycloalkylalkylsulfonyl, C1-C8 haloalkylsulfonyl, C2-C6 alkenylsulfonyl, C2-C6 haloalkenylsulfonyl, C3-C6 alkynylsulfonyl, C3-C6 haloalkynylsulfonyl, C2-C4 alkoxyalkylsulfonyl, C2-C4 haloalkoxyalkylsulfonyl, C2-C4 cyanoalkylsulfonyl. SO2CH2C(O)CH3, SO2CH2CH2C(O)CH3, C2-C4 aminoalkylsulfonyl, CH2F, CHF2, CH2Cl, CHCl2, CH2Br, CHBr2, C2-C6 alkyl substituted with 1-3 atoms of F, Cl or Br, C2-C6 alkenyl. C2-C6 haloalkenyl, C?CH, C2-C6 haloalkynyl, OC(O)C1-C4 alkyl, CH2C(O)NRaRb, NHCH3, NRbRc or C1-C4 alkyl substituted with C1-C4, alkoxy, C3-C4 cycloalkoxy, cyclopropylmethoxy, C1-C4 haloalkoxy, C2-C4 alkenyloxy, C2-C4 haloalkenyloxy, C3-C4 alkynyloxy, C3-C4 haloalkynyloxy, C2-C4 alkoxyalkoxy, C2-C4 aminoalkoxy, C1-C4 alkylcarbonyloxy, C1-C4 haloalkylcarbonyloxy, C1-C4 carbamoyloxy, Cl-C4 alkoxycarbonyloxy, OH, OP(O)(OC1-C2 alkyl)2, C1-C4 alkylsulfonyloxy, C1-C2 haloalkylsulfonyloxy. OSi(CH3)3, OSi(CH3)2C(CH3)3, C1-C4 alkylthio, C3-C4 cycloalkylthio, cyclopropylmethylthio, C1-C4 haloalkylthio, C2-C4 alkenylthio, C2-C4 haloalkenylthio, C3-C4 alkynylthio, C3-C4 haloalkynylthio, C2-C4 alkoxyalkylthio, C2-C4 aminoalkylthio, SH, SP(O)(OC1-C2 alkyl)2, C1-C4 alkylsulfinyl, C3-C4 cycloalkylsulfonyl, cyclopropylmethylsulfinyl. C1-C4 haloalkylsulfinyl, C2-C4 alkenylsulfinyl, C2-C4 haloalkenylsulfinyl, C3-C4 alkynylsulfinyl. C3-C4 haloalkynylsulfinyl, C2-C4 alkoxyalkylsulfinyl, C2-C4 aminoalkylsulfinyl, C1-C4 alkylsulfonyl, C3-C4 cycloalkylsulfonyl, cyclopropylmethylsulfonyl, C1-C4 haloalkylsulfonyl, C2-C4 alkenylsulfonyl. C2-C4 haloalkenylsulfonyl, C3-C4 alkynylsulfonyl, C3-C4 haloalkynylsulfonyl. C2-C4 alkoxyalkylsulfonyl or C2-C4 aminoalkylsulfonyl: R? is C1-C3 alkyl, cyclopropyl, C1-C3 alkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkyl sulfonyl, allyloxy, allylthio, allylsulfinyl, allylsulfonyl, propargyloxy, propargylthio, propargylsulfinyl, propargylsulfonyl, C1-C3 haloalkoxy, C1-C3 alkyl substituted with 1-3 atoms of F or Cl, C1-C2 alkyl substituted with C1-C2 alkoxy, C1-C2 haloalkoxy. C1-C2 alkylthio, C1-C2 haloalkylthio, C1-C2 alkylsulfinyl, C1-C2 haloalkylsulfinyl, C1-C2 alkylsulfonyl, C1-C2 haloalkysulfonyl, OH or OC(O)C1-C2 alkyl, C1-C2 alkoxy substituted with Cl-C2 alkoxy, C1-C2 haloalkoxy, C1-C2 alkylthlo, C1-C2 haloalkylthio, C1-C2 alkylsulfinyl, C1-C2 haloalkylsulfinyl C1-C2 alkylsulfonyl, C1-C2 haloalkylsulfonyl or CN, OCH2CH2NH2, OCH2CH2NHCH3, OCH2CH2N(CH3)2. C1-C2 alkylthio substituted by C1-C2 alkoxy, C1-C2 haloalkoxy, C1-C2 alkylthio, C1-C2 haloalkylthio or CN, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, C2-C3 alkenyl, C?CH, NR?R? or OC(O)C1-C2 alkyl: Ra and Rb are independently H or C1-C3 alkyl: Rc is C2-C4 alkyl, cyclopropylmethyl, C2-C4 cyano alkyl, CH2C(O)CH3, CH2CH2C(O)CH3, C1-C4 haloalkyl, C3-C4 alkenyl, C3-C4 haloalkenyl, C3-C4 alkynl, C3-C4 haloalkynyl, C1-C4 alkyl substituted with C1-C4 alkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, OH, NH2, NHCH3 or N(CH3)2: R? is H or C1-C2 a