Claims
- 1. A compound of formula I whereinQ is a radical of formula X is hydrogen, halogen or C1-C4 alkyl; X1 is hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy or, C1-C4 haloalkoxy; Y is a heterocyclic radical Y1, Y2, Y3, Y4, Y5, Y10, Y11, Y24, Y25, Y26, Y27, Y28 or Y29, wherein R15, R18, R20, and R21 are each independently hydrogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy; R16 is hydrogen, halogen, C1-C8 alkyl optionally substituted with X2R24; C1-C3 haloalkyl, phenyl or C2-C4 alkenyl; R17 is hydrogen, methyl or C(O)R25; R19 is hydrogen or C1-C3 alkyl; R24 is hydrogen or C1-C3 alkyl; R25 is C1-C3 alkyl or phenyl; and X2 is oxygen; Z is S(O)m; and m is zero, 1 or 2; or an optical isomer or diastereomer thereof.
- 2. The compound of formula I defined in claim 1, which is selected from the group consisting of:1-methyl-3-[3-(3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; ethyl (R)-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1-(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-4-thiazolidinecarboxylate; 1-methyl-3-[3-(2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1-methylimidazol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1-methylpyrrol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-2-thiazolyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(2,5-diethyl-3-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-pyrimidinyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[(1R,2S)-1,2-epoxypropyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(1R,2R)-1,2-epoxypropyl]-1,2-benzisothiazol-5-yl]-1-methyl-3-[3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)-uracil N″,S,S-trioxide; 1-methyl-3-[3-(5-methyl-1,3,4-oxadiazol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(5-methyl-1,3,4-thiadiazol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1,2-benzisothiazole-3-carboxanilide, 4′-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimdinyl]-N-methyl-; 1-methyl-3-[3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; N-[3-(5-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-cyclohexene-1,2-dicarboximide; 1-methyl-3-[3-(5-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; methyl [(2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-3-thienyl]oxy]-acetate; methyl 2-[(2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-3-thienyl]oxy]-propionate; 3-[3-(1,3-dithiolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[6-fluoro-3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3,5-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-(3-m-dioxan-2-yl-1,2-benzisothiazol-5-yl)-1-methyl-6-(trifluoromethyl)uracil; 3-acetyl-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]thiazolidine; 3-benzoyl-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]thiazolidine; 1-methyl-3-[3-(1,3-oxathiolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1,3-oxathiolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil S′,S′-dioxide; 1,2-benzisothiazole-3-carboxaldehyde, 5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-, 3-[bis(2-hydroxyethyl) dithioacetal]; 1-methyl-3-[3-(1,3-oxathian-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1,3-oxathian-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil S′,S′-dioxide; 3-[3(5,5-dimethyl-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-methylpyrazol-1-yl)-1,2-benzisothiazol-5-yl]-6-(trifluorometyhl)uracil; 2-propynyl[[2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-3-thienyl]oxy]acetate; 3-[3-(4,6-dimethyl-2-pyrimidinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(5-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(4,6-diethoxy-2-pyrimidinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[6-fluoro-3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; N-[6-fluoro-3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-cyclohexene-1,2-dicarboximide; 3-[3-[(4R,5S)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil 3-[3-[(4R,5R)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(3,4,5-trimethylpyrazol-1-yl)-1,2-benzisothiazol-5-yl]uracil; 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-chloro-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-thiazolyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-methyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(4,4,6-trimethyl-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]uracil; 1-methyl-3-[3-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 2,4(1H,3H)-pyrimidinedione, 1-methyl-3-[3-(5-methylene-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)-; 1-methyl-3-[3-(4-methylpyrazol-1-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(2-furyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(1,3-dioxolan-2-yl)-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-(3-m-dioxan-2-yl-6-fluoro-1,2-benzisothiazol-5-yl)-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,5S)-4,5-dimethyl-1,3-dioxolan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(methoxymethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,6-dihydro-4,6,6-trimethyl-2H-pyran-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,5S-)-4,5-dimethyl-1,3-dioxolan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 2,4(1H,3H)-pyrimidinedione, 1-methyl-3-[3-(2-methyl-3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)-; 3-[3-[5-(bromomethyl)-5-hydroxy-m-dioxan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-(3-spiro[m-dioxane-5,2′-oxiran]-2-yl-1,2-benzisothiazol-5-yl)-6-(trifluoromethyl)uracil; 3-[3-(4,4-dimethyl-5-oxo-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(chloromethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(hydroxymethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(4-isopropyl-2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3(2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(4-vinyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]uracil; 1-methyl-3-[3-(4-propyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-phenyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[4-(bromomethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[3-(bromomethyl)-2-thienyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[3-(methoxymethyl)-2-thienyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,4-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-furyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylthio)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[3-(hydroxymethyl)-2-thienyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylsulfonyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylsulfonyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylsulfinyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; [2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-1,3-dioxolan-4-yl]methyl thiocyanate; 3-[3-(3,4-dihydro-3-oxo-2-quinoxalinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 5-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-1,6-hydro-6-oxo-2,3-pyrazinedicarbonitrile; 1-methyl-3-[3-(4-oxo-delta-2-1,2,5-thiadiazolin-3-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil S′,S′-dioxide; 3-[3-[2-(dimethylamino)-4-methoxy-5-oxo-2-imidazolin-4-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(4-hydroxy-5-oxo-2-phenyl-2-imidazolin-4-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(2-tert-butyl-4-hydroxy-5-oxo-2-imidazolin-4-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(-hydroxy-5-imino-4,4-dimethyl-2-oxo-3-pyrrolidinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-methoxy-2-(methylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; and 3-[3-[4-methoxy-2-(ethylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil.
- 3. A method for the control of undesirable plants which comprises applying to the foliage of said plant, or to soil or water which contains seeds or other propagating organs of said plants, a herbicidally effective amount of the compound of formula I defined in claim 1.
- 4. The method of claim 3 wherein the formula I compound is selected from the group consisting of:1-methyl-3-[3-(3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; ethyl (R)-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2benzisothiazol-3-yl]-4-thiazolidinecarboxylate; 1-methyl-3-[3-(2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1-methylimidazol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1-methylpyrrol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-2-thiazolyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(2,5-diethyl-3-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-pyrimidinyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[(1R,2S)-1,2-epoxypropyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(1R,2R)-1,2-epoxypropyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil N″,S,S-trioxide; 1-methyl-3-[3-(5-methyl-1,3,4-oxadiazol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(5-methyl-1,3,4-thiadiazol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1,2-benzisothiazole-3-carboxanilide, 4′-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-N-methyl-; 1-methyl-3-[3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; N-[3-(5-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-cyclohexene-1,2-dicarboximide; 1-methyl-3-[3-(5-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; methyl [(2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-3-thienyl]oxy]-acetate; methyl 2-[(2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-3-thienyl]oxy]-propionate; 3-[3-(1,3-dithiolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[6-fluoro-3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3,5-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-(3-m-dioxan-2-yl-1,2-benzisothiazol-5-yl)-1-methyl-6-(trifluoromethyl)uracil; 3-acetyl-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]thiazolidine; 3-benzoyl-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]thiazolidine; 1-methyl-3-[3-(1,3-oxathiolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1,3-oxathiolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil S′,S′-dioxide; 1,2-benzisothiazole-3-carboxaldehyde, 5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-, 3-[bis(2-hydroxyethyl)dithioacetal]; 1-methyl-3-[3-(1,3-oxathian-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1,3-oxathian-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil S′,S′-dioxide; 3-[3(5,5-dimethyl-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-methylpyrazol-1-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 2-propynyl [[2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-3-thienyl]oxy]-acetate; 3-[3-(4,6-dimethyl-2-pyrimidinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(5-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(4,6-diethoxy-2-pyrimidinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[6-fluoro-3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; N-[6-fluoro-3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-cyclohexene-1,2-dicarboximide; 3-[3-[(4R,5S)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil 3-[3-[(4R,5R)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(3,4,5trimethylpyrazol-1-yl)-1,2-benzisothiazol-5-yl]uracil; 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-chloro-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-thiazolyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-methyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(4,4,6-trimethyl-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]uracil; 1-methyl-3-[3-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 2,4(1H,3H)-pyrimidinedione, 1-methyl-3-[3-(5-methylene-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)-; 1-methyl-3-[3-(4-methylpyrazol-1-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(2-furyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(1,3-dioxolan-2-yl)-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-(3-m-dioxan-2-yl-6-fluoro-1,2-benzisothiazol-5-yl)-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,5S)-4,5-dimethyl-1,3-dioxolan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(methoxymethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,6-dihydro-4,6,6-trimethyl-2H-pyran-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,5S-)-4,5-dimethyl-1,3-dioxolan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-methyl-3-thienyl)-1,2-benzisothiazol-5yl]-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione; 3-[3-[5-(bromomethyl)-5-hydroxy-m-dioxan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-(3-spiro[m-dioxane-5,2′-oxiran]-2-yl-1,2-benzisothiazol-5-yl)-6-(trifluoromethyl)uracil; 3-[3-(4,4-dimethyl-5-oxo-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(chloromethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(hydroxymethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(4-isopropyl-2-oxazolin-2-yl)-1,2-benzisothiazol-5yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3(2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(4-vinyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]uracil; 1-methyl-3-[3-(4-propyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-phenyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[4-(bromomethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[3-(bromomethyl)-2-thienyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[3-(methoxymethyl)-2-thienyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,4-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-furyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylthio)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[3-(hydroxymethyl)-2-thienyl]-1,2-benzisothiazol-5yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylsulfonyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylsulfonyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylsulfinyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; [2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-1]-1,3-dioxolan-4-yl]methyl thiocyanate; 3-[3-(3,4-dihydro-3-oxo-2-quinoxalinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 5-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-1,6-hydro-6-oxo-2,3-pyrazinedicarbonitrile; 1-methyl-3-[3-(4-oxo-delta-2-1,2,5-thiadiazolin-3-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil S′,S′-dioxide; 3-[3-[2-(dimethylamino)-4-methoxy-5-oxo-2-imidazolin-4-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(4-hydroxy-5-oxo-2-phenyl-2-imidazolin-4-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(2-tert-butyl-4-hydroxy-5-oxo-2-imidazolin-4-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(-hydroxy-5-imino-4,4-dimethyl-2-oxo-3-pyrrolidinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3[4-methoxy-2-(methylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; and 3-[3[4-methoxy-2-(ethylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil.
- 5. The method of claim 3 wherein the formula I compound is applied to the foliage of the undesirable plant, or to soil or water which contains seeds or other propagating organs of said plants, in the presence of a crop plant, crop seed or other crop propagating organ.
- 6. The method of claim 5 wherein said crop is a cereal crop.
- 7. The method of claim 6 wherein said cereal crop is corn, wheat or rice.
- 8. The method of claim 7 wherein said crop is corn and the formula I compound is selected from the group consisting of:1-methyl-3-[3-(3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3-chloro-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,4-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,5S)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,5R)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; and ethyl (R)-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-4-thiazolidinecarboxylate.
- 9. The method of claim 7 said crop is wheat and the formula I compound is selected from the group consisting of:1-methyl-3-[3-(3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil 1-methyl-3-[3-(5-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3-chloro-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,4-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(2,5-diethyl-3-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,5S)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,r %)-4,5-dimethyl-1,3-dioxolan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(hydroxymethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(4-vinyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]uracil; 1-methyl-3-[3-(4-propyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[4-(bromethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(4-isopropyl-2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; and ethyl (R)-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-4-thiazolidinecarboxylate.
- 10. The method of claim 7 wherein said crop is rice and the formula I compound is selected from the group consisting of:1-methyl-3-[3-(5-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3-chloro-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[3-(methoxymethyl)-2-thienyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,4-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(2,5-diethyl-3-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[6-fluoro-3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(5-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[6-fluoro-3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,5S)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-methyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[(4R,r %)-4,5-dimethyl-1,3-dioxolan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(4-vinyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]uracil; 1-methyl-3-[3-(4-propyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(4-isopropyl-2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-thiazolyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; and ethyl (R)-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-4-thiazolidinecarboxylate.
- 11. The method of claim 5 wherein said crop is soybean.
- 12. The method of claim 11 wherein the formula I compound is selected from the group consisting of:1-methyl-3-[3-(3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(5-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3-chloro-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,4-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(5-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[4-(hydroxymethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-pyrimidinyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; and 3-[3-(4-isopropyl-2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil.
- 13. The method of claim 3 wherein the formula I compound is applied at a rate of about 0.001 kg/ha to 1.0 kg/ha.
- 14. A herbicidal composition which comprises an inert solid or liquid carrier and an effective amount of the compound of formula I defined in claim 1.
- 15. The composition defined in claim 14 wherein the formula I compound is selected from the group consisting of:1-methyl-3-[3-(3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; ethyl (R)-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-4-thiazolidinecarboxylate; 1-methyl-3-[3-(2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1-methylimidazol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1-methylpyrrol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-2-thiazolyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(2,5-diethyl-3-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-pyrimidinyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[(1R,2S)-1,2-epoxypropyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(1R,2R)-1,2-epoxypropyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil N″,S,S-trioxide; 1-methyl-3-[3-(5-methyl-1,3,4-oxadiazol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(5-methyl-1,3,4-thiadiazol-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1,2-benzisothiazole-3-carboxanilide, 4′-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-N-methyl-; 1-methyl-3-[3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; N-[3-(5-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-cyclohexene-1,2-dicarboximide; 1-methyl-3-[3-(5-methyl-2-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; methyl [(2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-3-thienyl]oxy]-acetate; methyl 2-[(2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-3-thienyl]oxy]-propionate; 3-[3-(1,3-dithiolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[6-fluoro-3-(2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(3,5-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-(3-m-dioxan-2-yl-1,2-benzisothiazol-5-yl)-1-methyl-6-(trifluoromethyl)uracil; 3-acetyl-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]thiazolidine; 3-benzoyl-2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]thiazolidine; 1-methyl-3-[3-(1,3-oxathiolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1,3-oxathiolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil S′,S′-dioxide; 1,2-benzisothiazole-3-carboxaldehyde, 5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-, 3-[bis(2-hydroxyethyl) dithioacetal]; 1-methyl-3-[3-(1,3-oxathian-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(1,3-oxathian-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil S′,S′-dioxide; 3-[3(5,5-dimethyl-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(3-methylpyrazol-1-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 2-propynyl [[2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-3-thienyl]oxy]-acetate; 3-[3-(4,6-dimethyl-2-pyrimidinyl)-1,2-benzisothiazol-5-yl]1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-methoxy-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(5-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(4,6-diethoxy-2-pyrimidinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[6-fluoro-3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; N-[6-fluoro-3-(3-methyl-2-pyridyl)-1,2-benzisothiazol-5-yl]-1-cyclohexene-1,2-dicarboximide; 3-[3-[(4R,5S)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil 3-[3-[(4R,5R)-4,5-dimethyl-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(3,4,5-trimethylpyrazol-1-yl)-1,2-benzisothiazol-5-yl]uracil; 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-chloro-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-thiazolyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(2-methyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(4,4,6-trimethyl-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]uracil; 1-methyl-3-[3-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-methyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 2,4(1H,3H)-pyrimidinedione, 1-methyl-3-[3-(5-methylene-m-dioxan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)-; 1-methyl-3-[3-(4-methylpyrazol-1-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-(2-furyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(1,3-dioxolan-2-yl)-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-(3-m-dioxan-2-yl-6-fluoro-1,2-benzisothiazol-5-yl)-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,r %)-4,5-dimethyl-1,3-dioxolan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(methoxymethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,6-dihydro-4,6,6-trimethyl-2H-pyran-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,5S-)-4,5-dimethyl-1,3-dioxolan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[(4R,6S)-4,6-dimethyl-m-dioxan-2-yl]-6-fluoro-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 2,4(1H,3H)-pyrimidinedione, 1-methyl-3-[3-(2-methyl-3-thienyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)-; 3-[3-[5-(bromomethyl)-5-hydroxy-m-dioxan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-(3-spiro[m-dioxane-5,2′-oxiran]-2-yl-1,2-benzisothiazol-5-yl)-6-(trifluoromethyl)uracil; 3-[3-(4,4-dimethyl-5-oxo-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(chloromethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[4-(hydroxymethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(4-isopropyl-2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3(2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-6-(trifluoromethyl)-3-[3-(4-vinyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]uracil; 1-methyl-3-[3-(4-propyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-(4-phenyl-1,3-dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[4-(bromomethyl)-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[3-(bromomethyl)-2-thienyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-[3-(methoxymethyl)-2-thienyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3,4-dimethyl-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(3-furyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylthio)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 3-[3-[3-(hydroxymethyl)-2-thienyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylsulfonyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylsulfonyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; 1-methyl-3-[3-[4-[(methylsulfinyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil; [2-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-1,3-dioxolan-4-yl]methyl thiocyanate; 3-[3-(3,4-dihydro-3-oxo-2-quinoxalinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 5-[5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl]-1,6-hydro-6-oxo-2,3-pyrazinedicarbonitrile; 1-methyl-3-[3-(4-oxo-delta-2-1,2,5-thiadiazolin-3-yl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil S′,S′-dioxide; 3-[3-[2-(dimethylamino)-4-methoxy-5-oxo-2-imidazolin-4-yl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(4-hydroxy-5-oxo-2-phenyl-2-imidazolin-4-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(2-tert-butyl-4-hydroxy-5-oxo-2-imidazolin-4-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3-(-hydroxy-5-imino-4,4-dimethyl-2-oxo-3-pyrrolidinyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; 3-[3[4-methoxy-2-(methylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil; and 3-[3[4-methoxy-2-(ethylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil.
- 16. A compound of formula II, XLIV or XL whereinX is hydrogen, halogen or C1-C4 alkyl; X1 is hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy or, C1-C4 haloalkoxy; Y is a heterocyclic radical Y1, Y2, Y3, Y4, Y5, Y10, Y11, Y24, Y25, Y26, Y27, Y28 or Y29, wherein R15, R18, R20, and R21 are each independently hydrogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy; R16 is hydrogen, halogen, C1-C8 alkyl optionally substituted with X2R24; C1-C3 haloalkyl, phenyl or C2-C4 alkenyl; R17 is hydrogen, methyl or C(O)R25; R19 is hydrogen or C1-C3 alkyl; R24 is hydrogen or C1-C3 alkyl; R25 is C1-C3 alkyl or phenyl; and X2 is oxygen; Z is S(O)m; m is zero, 1 or 2; R2 is trifluoromethyl; and R3 is hydrogen; or an optical isomer or diastereomer thereof.
- 17. A compound of formula CXIII whereinQ is a radical of formula R85 is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C7 cycloalkyl or benzyl; X is hydrogen, halogen or C1-C4 alkyl; X1 is hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy or, C1-C4 haloalkoxy; Z is S(O)m; and m is zero, 1 or 2; or an optical isomer or diastereomer thereof.
- 18. A process for the preparation of the compound of formula I defined in claim 1, which process comprises:(a) reacting an amine of formula II with a 2-dialkylamino-6H-1,3-oxazin-6-one of formula XXXIX in the presence of an organic acid to form an intermediate compound of formula XL (b) reacting said intermediate compound with an electrophile, Z1R, wherein Z1 is chlorine, bromine or iodine, in the presence of a base.
- 19. A process for the preparation of a compound of formula XL whereinX is hydrogen, halogen or C1-C4 alkyl; X1 is hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy or, C1-C4 haloalkoxy; Y is a heterocyclic radical Y1, Y2, Y3, Y4, Y5, Y10, Y11, Y24, Y25, Y26, Y27, Y28 or Y29, wherein R15, R18, R20, and R21 are each independently hydrogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy; R16 is hydrogen, halogen, C1-C9 alkyl optionally substituted with X2R24; C1-C3 haloalkyl, phenyl or C2-C4 alkenyl; R17 is hydrogen, methyl or C(O)R25; R19 is hydrogen or C1-C3 alkyl; R24 is hydrogen or C1-C3 alkyl; R25 is C1-C3 alkyl or phenyl; and X2 is oxygen; Z is S(O)m; m is zero, 1 or 2; R2 is trifluoromethyl; and R3 is hydrogen; which process comprises reacting an amine of formula II with a urea of formula XLI wherein Z2 is C1-C6 alkyl; and R82 and R83 are each independently C1-C6 alkyl or R82 and R83 may be taken together with the atom to which they are attached to form a 5- or 6-membered ring optionally containing one oxygen atom in the presence of a base.
- 20. A process for the preparation of the compound of formula I defined in claim 1, which process comprises reacting an amine of formula II with a carbamate of formula LXII wherein Z2 is C1-C6 alkyl; R84 is C1-C6 alkyl, benzyl, C2-C6 alkenyl, C2-C6 alkynyl or C3-C7 cyclopropyl; in the presence of a base.
- 21. A process for the preparation of a compound of formula II whereinX is hydrogen, halogen or C1-C4 alkyl; X1 is hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy or, C1-C4 haloalkoxy; Z is S(O)m; m is an integer of 0, 1 or 2; and Y is a heterocyclic radical Y1, Y2, Y3, Y4, Y5, Y10, Y11, Y24, Y25, Y26, Y27, Y28 or Y29, wherein R15, R18, R20, and R21 are each independently hydrogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy; R16 is hydrogen, halogen, C1-C8 alkyl optionally substituted with X2R24; C1-C3 haloalkyl, phenyl or C2-C4 alkenyl; R17 is hydrogen, methyl or C(O)R25; R19 is hydrogen or C1-C3 alkyl; R24 is hydrogen or C1-C3 alkyl; R25 is C1-C3 alkyl or phenyl; and X2 is oxygen; which process comprises reacting an amine of formula XLVII with sodium or potassium thiocyanate and bromine to form an isothiocyanate of formula XLVIII and reacting said isothiocyanate with an ammonium salt to form the desired formula II compound.
- 22. The compound of formula I defined in claim 1, wherein Z is sulfur.
Parent Case Info
This application claims priority from provisional application No. 60/197,488 filed on Apr. 17, 2000.
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