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US 4,394,153 AGranted
Herbicidal aryl esters of N-[(heterocyclic)-aminocarbonyl]sulfamic acid
AssigneeE. I. Du Pont de Nemours and Company
InventorJames J. Reap
Life of this patent
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Abstract
The compounds are of the class of aryl esters of N-[(heterocyclic)aminocarbonyl]sulfamic acid, such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]sulfamic acid, (2-methylsulfonyloxy)-phenyl ester, useful for weed control in crops, brush control and plant growth retardation.
Claims28
A compound of the formula:
- ##STR46## where Q is O or NR.sub.5 ;
- R.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkyl substituted with 1-3 atoms of F, Cl or Br, CH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3 or ##STR47## R.sub.2 is H, F, Cl, Br, OCH.sub.3, NO.sub.2 or C.sub.1 -C.sub.2 alkyl;
- R.sub.3 is H, F, Cl, Br or CH.sub.3 ;
- R.sub.4 is H, CH.sub.3 or OCH.sub.3 ;
- R.sub.5 is C.sub.1 -C.sub.4 alkyl;
- R.sub.6 and R.sub.7 are independently H, F, Cl, Br, CH.sub.3, CF.sub.3, NO.sub.2 or OCH.sub.3 ;
- A is ##STR48## X is NH.sub.2, N(CH.sub.3).sub.2, NHCH.sub.3, C.sub.1 -C.sub.4 alkyl, CH.sub.2 OCH.sub.3, CH.sub.2 OC.sub.2 H.sub.5, C.sub.1 -C.sub.3 alkoxy, C.sub.3 -C.sub.4 alkenyloxy, C.sub.3 -C.sub.4 alkynyloxy, OCH.sub.2 CF.sub.3 or C.sub.1 -C.sub.3 alkyl substituted with 1-3 atoms of F, Cl or Br;
- Y is H, CH.sub.3, OCH.sub.3 or Cl;
- Z is CH, CCH.sub.3, CBr, CCl, CF or CI
- provided that:
- (1) when Y is Cl, then Z is CH and X is NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, CH.sub.3 or OCH.sub.3 ;
- and
- (2) when Y is H, then X is OCH.sub.3, CH.sub.3 or CH.sub.2 OCH.sub.3, and Z is CH, CCH.sub.3, CBr, CCl, CF or CI.
10 more elements
A method for controlling the growth of undesired vegetation in rice without damage to the rice which comprises applying to the locus to be protected an effective amount of N-[(4,6-dimethoxy-pyrimidin-2-yl)aminocarbonyl]sulfamic acid, [2-(methylsulfonyloxy)-phenyl]ester.
Dependencies are inferred from the claim text.