ISOXAZOLINE DERIVATIVES AND HERBICIDES

摘要

3-Mercapto-isoxazoline derivatives (I) are new. 3-Mercapto-isoxazoline derivatives of formula (I) and their salts are new. [Image] R 11-4C haloalkyl; R 2H, 1-6C alkyl, R 1, 3-8C cycloalkyl or 3-8C cycloalkyl-1-3C alkyl; R 3, R 4H, 1-6C alkyl or 3-8C cycloalkyl; or R 3+R 43-7C spiroalkyl; or R 2+R 35-8 membered ring; R 5, R 6H or 1-6C alkyl; Y : pyrrolyl, pyrazolyl, isothiazolyl, oxazolyl, imidazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, triazolyl, oxadiazolyl, benzothienyl, indolyl, benzoxazolyl, benzimidazolyl, benzisoxazolyl, benzoisothiazolyl, indazolyl, 'fusaradinyl', quinoxalinyl, quinazolinyl, cinnolinyl or benzotriazolyl all optionally substituted by 1-6 Q and optionally fused to a 5-8 membered ring (optionally substituted by 1-4 halo); n : 0-2; Q : OH, halo, 1-6C alkyl (optionally monosubstituted by Q 1), R 1, 3-8C cycloalkyl, OA 1, OR 1, O-3-8C cycloalkyl, 3-8C cycloalkyl-1-3C alkoxy, SA 1, SR 1, 2-6C alkenyl, 2-6C alkynyl, 2-6C alkenyloxy, 2-6C alkynyloxy, SO-1-6C alkyl, SO 2A 1, SOR 1, SO 2R 1, OSO 2-1-6C alkyl, OSO 2R 1, 1-6C acyl, COR 1, COOH, COO-1-6C alkyl, CN, CONH 2 (optionally substituted by 1-6C alkyl or Ph 1), 1-6C acyloxy, OCOR 1, NO 2, amino (optionally substituted by 1-6C alkyl, Ph 1, 1-6C acyl, COR 1, COCH 2Ph, COPh, SO 2-1-6C alkyl, SO 2R 1, SO 2CH 2Ph or SO 2Ph) or optionally substituted Ph, OPh, SPh, Het, OHet, SHet, SOPh, SO 2Ph, SOHet, SO 2Het, OSO 2Ph, COPh, COCH 2Ph, COOPh or COOCH 2Ph; Q 1OH, 3-8C cycloalkyl (optionally substituted by halo or 1-6C alkyl), O-1-6C alkyl, S-1-6C alkyl, SO 2-1-6C alkyl, COO-1-6C alkyl, 2-6C haloalkenyl, amino (optionally substituted by 1-6C alkyl, 2-6C acyl, COR 1, SO 2-1-6C alkyl or SO 2R 1), CONH 2 (optionally substituted by 1-6C alkyl or Ph), 2-6C acyl, COR 1, =N(O-1-6C alkyl), CN, Ph 1 or OPh 1; Q 2COO-1-6C alkyl, CN, CONH 2, CONH-1-6C alkyl, CON(1-6C alkyl) 2 or optionally substituted Ph or Het; A 11-6C alkyl (optionally monosubstituted by Q 2); Het : aromatic heterocyclyl; and Ph 1optionally substituted Ph. ACTIVITY : Herbicide. In tests, 3-(5-chloro-1-methyl-3-trifluoromethyl-1H-pyrazol-4-ylmethylsulfonyl)-5-chloromethyl-5-methyl-2-isoxazoline (Ia) (1000 g/ha) gave greater than 90 % control of Echinochloa crus-galli and Monochoria vaginalis. MECHANISM OF ACTION : None given.