Claims
- 1. An N-pyridinesulfonyl-N'-pyrimidinyl-urea of formula I ##STR42## wherein R.sub.1 is hydrogen or fluorine;
- or R.sub.1 together with R.sub.3 is a C.sub.2 -C.sub.4 alkylene chain;
- R.sub.3 is hydrogen, fluorine or C.sub.1 -C.sub.3 alkyl;
- R.sub.2 is hydrogen, fluorine or C.sub.1 -C.sub.3 alkyl;
- R.sub.4 is hydrogen, fluorine, chlorine or C.sub.1 -C.sub.3 alkyl;
- R.sub.5 is hydrogen, fluorine, chlorine, C.sub.1 -C.sub.3 alkyl, or C.sub.1 -C.sub.3 alkyl substituted by fluorine or chlorine;
- R.sub.a is hydrogen or halogen, or a C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio radical each of which may be unsubstituted or mono- or poly-substituted by halogen;
- R.sub.b is hydrogen or a C.sub.1 -C.sub.4 alkyl radical;
- X is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen, C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen;
- Y is halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen, C.sub.1 -C.sub.3 alkoxy, or
- C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen, or is cyclopropyl, methylamino or dimethylamino; and
- E is the methine group,
- or a salt of such a compound, with the proviso that at least one of the radicals R.sub.1 to R.sub.5 is fluorine, or one of the radicals R.sub.4 and R.sub.5 is chlorine.
- 2. A compound of formula I according to claim 1, wherein R.sub.1 and R.sub.3, each independently of the other, are hydrogen or fluorine; R.sub.2 is hydrogen, fluorine or C.sub.1 -C.sub.3 alkyl; R.sub.4 is hydrogen, fluorine or chlorine; and R.sub.5 is hydrogen or fluorine, or C.sub.1 -C.sub.3 alkyl that is unsubstituted or substituted by fluorine or chlorine.
- 3. A compound according to claim 1, wherein R.sub.a and R.sub.b are each hydrogen.
- 4. A compound according to claim 1, wherein the radical of the formula Ia ##STR43## contains a maximum of 3 carbon atoms.
- 5. A compound according to claim 1, wherein in the radical of the formula Ia ##STR44## at least one of the radicals R.sub.3, R.sub.4 and R.sub.5 contains a halogen atom indicated for that radical.
- 6. A compound according to claim 5, wherein only one of the radicals R.sub.3, R.sub.4 and R.sub.5 is halogen.
- 7. A compound according to claim 1, wherein one of the radicals X and Y is methyl, methoxy, ethoxy, difluoromethoxy or chlorine.
- 8. A compound according to claim 1, wherein R.sub.1 is hydrogen or fluorine; R.sub.2 is hydrogen, fluorine, methyl or ethyl; R.sub.3 is hydrogen, fluorine or methyl, or R.sub.1 together with R.sub.3 forms a C.sub.4 alkylene chain; R.sub.4 is hydrogen, fluorine, chlorine, methyl or ethyl; R.sub.5 is hydrogen, fluorine, chlorine, trifluoromethyl or dichloromethyl; R.sub.a and R.sub.b are each hydrogen; X is methyl, methoxy, ethoxy, difluoromethoxy or 2,2,2-trifluoroethoxy; and Y is chlorine, methyl, cyclopropyl, methoxy, difluoromethoxy, methylamino or dimethylamino.
- 9. The compound according to claim 1 N-[3-(2-chloroethoxy)-pyridine-2-sulfonyl]-N'-(4,6-dimethoxypyrimidin-2-yl)urea.
- 10. A herbicidal and plant-growth-inhibiting composition comprising an active ingredient and a carrier, wherein the active ingredient is a sulfonylurea of formula I according to claim 1.
- 11. A composition according to claim 10, wherein the sulfonylurea of formula I is from 0.1% to 95% of the composition.
- 12. A method of controlling undesired plant growth which comprises applying to the plants or to the locus thereof an effective amount of a compound of formula I, according to claim 1, or of a composition comprising that compound.
- 13. A method according to claim 12, which comprises applying the active ingredient in an amount of from 0.001 to 2 kg per hectare.
- 14. A method according to claim 12 for the selective pre- or post-emergence control of weeds in crops of useful plants.
- 15. A method of inhibiting plant growth which comprises applying to the plants or to the locus thereof an effective amount of a compound of formula I, according to claim 1, or of a composition comprising that compound.
Priority Claims (1)
Number |
Date |
Country |
Kind |
895/91 |
Mar 1991 |
CHX |
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Parent Case Info
This is a continuation of Ser. No. 094,824, filed Jul. 20, 1993, now abandoned, which in turn is a continuation-in-part of Ser. No. 938,036, filed Nov. 12, 1992, now abandoned.
US Referenced Citations (8)
Foreign Referenced Citations (7)
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616239 |
Aug 1989 |
AUX |
634239 |
Dec 1990 |
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EPX |
179022 |
Apr 1986 |
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0327251 |
Aug 1989 |
EPX |
327504 |
Aug 1989 |
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402316 |
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EPX |
Non-Patent Literature Citations (4)
Entry |
Organic Reactions vol. 29, pp. 136-139 & 161 (1983). |
B. Castro, et al. Bull. Soc. Chim. FR. Part 2, (1974) pp. 3004-3014. |
J. Gupton et al. Synthetic Communications, 12(9), 695-700 (1982). |
Advances in Org. Chem. E. H. Bohme & H. G. Viehe, Ed. Method and Results, vol. 9(1) pp. 421-532, J. Wiley & Sons, N.Y. (1976). |
Continuations (1)
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Number |
Date |
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Parent |
94824 |
Jul 1993 |
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Continuation in Parts (1)
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Number |
Date |
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Parent |
938036 |
Nov 1992 |
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