1-sulfonyl-3-phenylpyrazoles and their use as herbicides and for

Details 1-sulfonyl-3-phenylpyrazoles and their use as herbicides and for 1-sulfonyl-3-phenylpyrazoles and their use as herbicides and for

1999-03-17

2000-04-25

Ramsuer, Robert W.

Plant protecting and regulating compositions

Plant growth regulating compositions

Abscission agent, defoliant, or desiccant

504280, 544140, 546211, 548119, 5483641, 5483657, 5483761, A01N 4356, A01N 4384, C07D23114, C07D41312

Patent

active

060544139

DESCRIPTION:

BRIEF SUMMARY
1-Sulfonyl-3-phenylpyrazoles
The present invention relates to novel 1-sulfonyl-3-phenylpyrazoles of the formula I ##STR2## where: R.sup.1 is C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl; C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -haloalkoxy; ethene-1,2-diyl chain or an oxymethylene or thiamethylene chain linked to the phenyl ring via the hetero atom, all chains being unsubstituted or substituted by one or two substituents selected in each case from the group consisting of cyano, carboxyl, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, (C.sub.1 -C.sub.4 -alkoxy)carbonyl, di(C.sub.1 -C.sub.4 -alkyl)amino and phenyl; --O--CO--Y--R.sup.8, --N(Y--R.sup.8)(Z--R.sup.9), --N(Y--R.sup.8)--SO.sub.2 --Z--R.sup.9, --N(SO.sub.2 --Y--R.sup.8)(SO.sub.2 --Z--R.sup.9), --N(Y--R.sup.8 )--CO--Z--R.sup.9, --N(Y--R.sup.8)(O--Z--R.sup.9), --S--Y--R.sup.8, --SO--Z--R.sup.8, --SO.sub.2 --Y--R.sup.8, --SO.sub.2 --O--Y--R.sup.8, --SO.sub.2 --N(Y--R.sup.8)(Z--R.sup.9), --CO--Y--R.sup.8 --C(.dbd.NOR.sup.10)--Y--R.sup.8, --C(.dbd.NOR.sup.10)--O--Y--R.sup.8, --CO--O--Y--R.sup.8, --CO--S--Y--R.sup.8, --CO--N(Y--R.sup.8)(Z--R.sup.9) --CO--N(Y--R.sup.8)(O--Z--R.sup.9) or --PO(O--Y--R.sup.8).sub.2 ; carbons of the phenyl ring linking them a fused carbocyclic or 5- or 6-membered heterocyclic ring having 1 to 3 hetero atoms selected from a group consisting of one to three nitrogens, one or two oxygens and one or two sulfur atoms, the fused ring being unsubstituted or substituted by one or two substituents selected in each case from the group consisting of C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -haloalkenyl, C.sub.2 -C.sub.6 -alkynyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -haloalkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -haloalkylsulfonyl, (C.sub.1 -C.sub.4 -alkoxy)carbonyl, (C.sub.1 -C.sub.4 -alkoxy)carbonyl-C.sub.1 -C.sub.4 -alkyl, phenyl and phenyl-C.sub.1 -C.sub.4 -alkyl, it being possible for the fused cycle to contain one or two non-neighboring carbonyl, thiocarbonyl or sulfonyl ring members; or ethylene chain which may be unsubstituted or substituted by one or two substituents selected in each case from the group consisting of carboxyl, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, (C.sub.1 -C.sub.4 -alkoxy)carbonyl and phenyl; -C.sub.6 -haloalkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -haloalkenyl, C.sub.2 -C.sub.6 -alkynyl, C.sub.2 -C.sub.6 -haloalkynyl, --CH(R.sup.11)(R.sup.12), --C(R.sup.11)(R.sup.12)--NO.sub.2, --C(R.sup.11)(R.sup.12)--CN, --C(R.sup.11)(R.sup.12)-halogen, --C(R.sup.11)(R.sup.12)--OR.sup.13, --C(R.sup.11)(R.sup.12)--N(R.sup.13)R.sup.14, --C(R.sup.11)(R.sup.12)--N(R.sup.13)--OR.sup.14, --C(R.sup.11)(R.sup.12)--SR.sup.13, --C(R.sup.11)(R.sup.12)--SO--R.sup.13, --C(R.sup.11)(R.sup.12)--SO.sub.2 --R.sup.13, --C(R.sup.11)(R.sup.12)--SO.sub.2 C--OR.sup.13, --C(R.sup.11)(R.sup.12)--SO.sub.2 --N(R.sup.13)R.sup.14, --C(R.sup.11)(R.sup.12)--COR.sup.13, --C(R.sup.11)(R.sup.12)--C(.dbd.NOR.sup.15)--R.sup.13, --C(R.sup.11)(R.sup.12)--CO--OR.sup.13, --C(R.sup.11)(R.sup.12)--CO--SR.sup.13, --C(R.sup.11)(R.sup.12)--CO--N(R.sup.13)R.sup.14, --C(R.sup.11)(R.sup.12)--CO--N(R.sup.13)--OR.sup.14, --C(R.sup.11)(R.sup.12)--PO(OR.sup.13).sub.2, C.sub.3 -C.sub.8 -cycloalkyl which may contain a carbonyl or thiocarbonyl ring member, phenyl or 3- to 7-membered heterocyclyl which may contain a carbonyl or thiocarbonyl ring member, the cycloalkyl, phenyl and heterocyclyl rings being in each case unsubstituted or substituted by one to four substituents selected in each case from the group consisting of cyano, nitro, amino, hydroxyl, carboxyl, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -alkyl

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patent: 5510320 (1996-04-01), Tseng
patent: 5523280 (1996-06-01), Chene et al.
Bull. de la Soc. Chim de France 2 Partie-Chimie Org., Biochimie., No. 3-4, 1982, pp. 89-94.
J. of Heterocyclic Chem., vol. 23, No. 2, 1986, pp. 459-461.

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