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US 4,904,299 AGranted
Herbicidal N-hydroxy-N'-sulfonylguanidines
AssigneeE. I. Du Pont de Nemours and Company
InventorRafael Shapiro
Life of this patent
Estimating the term…
Abstract
Novel N-hydroxy-N'-sulfonylguanidine compounds are described which possess significant herbicidal and plant growth regulant activity for control of undesired vegetation.
Claims4
A compound having the formula ##STR66## wherein R is H or CH.sub.3 ;
- R" is C.sub.1 -C.sub.3 alkyl;
- L is ##STR67## R.sub.5 is C.sub.3 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkoxy, OCH.sub.2 CH.sub.2 OCH.sub.3, F, Cl, Br, NO.sub.2, CF.sub.3, CO.sub.2 R.sub.19, SO.sub.2 NR.sub.20 R.sub.21, SO.sub.2 N(OCH.sub.3)CH.sub.3, OSO.sub.2 R.sub.22, S(O).sub.n R.sub.23, WCF.sub.3, WCHF.sub.2, C.sub.3 -C.sub.4 alkenyloxy, C.sub.3 -C.sub.4 alkynyloxy, C.sub.1 -C.sub.2 alkyl substituted with OCH.sub.3 or OCH.sub.2 CH.sub.3, C.sub.6 H.sub.5, ##STR68## R.sub.6 is H, F, Cl, Br, CF.sub.3, CH.sub.3, OCH.sub.3, SCH.sub.3 or OCF.sub.2 H;
- R.sub.8 is CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3, OCH.sub.2 CH.sub.3, F, Cl, Br, SO.sub.2 NR.sub.20 R.sub.21, SO.sub.2 N(OCH.sub.3)CH.sub.3 or S(O).sub.n R.sub.23 :
- R.sub.9 is C.sub.2 -C.sub.3 alkyl, F, Cl, Br, NO.sub.2, CO.sub.2 R.sub.19, SO.sub.2 NR.sub.20 R.sub.21, SO.sub.2 N(OCH.sub.3)CH.sub.3 or S(O).sub.n R.sub.23 ;
- R.sub.10 is Cl, NO.sub.2, CO.sub.2 CH.sub.3, CO.sub.2 CH.sub.2 CH.sub.3, SO.sub.2 N(CH.sub.3).sub.2, OSO.sub.2 CH.sub.3, SO.sub.2 CH.sub.3, SO.sub.2 CH.sub.2 CH.sub.3, OCH.sub.3 or OCH.sub.2 CH.sub.3 ;
- R.sub.11 is H, CH.sub.3 or CH.sub.2 CH.sub.3 ;
- R.sub.12 is H, CH.sub.3 or CH.sub.2 CH.sub.3 ;
- R.sub.13 is H or CH.sub.3 ;
- R.sub.14 is H or CH.sub.3 ;
- R.sub.15 is H or CH.sub.3 ;
- R.sub.16 is CH.sub.3 or CH.sub.2 CH.sub.3 ;
- R.sub.17 is H or C.sub.1 -C.sub.4 alkyl;
- R.sub.18 is H or CH.sub.3 ;
- R.sub.19 is C.sub.1 -C.sub.4 alkyl, CH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 CH.sub.2 Cl or CH.sub.2 CH.dbd.CH.sub.2 ;
- R.sub.20 is C.sub.1 -C.sub.3 alkyl;
- R.sub.21 is C.sub.1 -C.sub.3 alkyl;
- R.sub.22 is C.sub.1 -C.sub.3 alkyl or N(CH.sub.3).sub.2 ;
- R.sub.23 is C.sub.1 -C.sub.3 alkyl or CH.sub.2 CH.dbd.CH.sub.2 ;
- m is 0 or 1;
- n is 0 or 2;
- Q.sub.1 is O, S, SO.sub.2 or NR.sub.17 ;
- Q.sub.2 is O, S or NR.sub.17 ;
- and
- W is O, S or SO.sub.2 ;
- A is ##STR69## X is CH.sub.3, OCH.sub.3, OCH.sub.2 CH.sub.3, Cl, F, Br, OCF.sub.2 H, CH.sub.2 F or CF.sub.3 ;
- Y is H, CH.sub.3, OCH.sub.3, OCH.sub.2 CH.sub.3, CH.sub.2 OCH.sub.3, CH.sub.2 OCH.sub.2 CH.sub.3, N(CH.sub.3).sub.2, CH.sub.2 CH.sub.3, CF.sub.3, SCH.sub.3, OCH.sub.2 CH.dbd.CH.sub.2, OCH.sub.2 C.tbd.CH, OCH.sub.2 CF.sub.3, OCH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 SCH.sub.3, OCF.sub.2 H, SCF.sub.2 H, CR.sub.24 (QCH.sub.3).sub.2, ##STR70## or CR.sub.24 (QCH.sub.2 CH.sub.3).sub.2 ;
- Q is O or S;
- R.sub.24 is H or CH.sub.3 ;
- Z is CH;
- provided that
- (1) the total number of carbon atoms of R.sub.20 and R.sub.21 is less than or equal to four;
- (2) when m is l, then R.sub.13 is H;
- (3) when L is L-17, then R.sub.17 and R.sub.18 are not simultaneously H;
- (4) when X is Cl, F or Br, then Z is CH and Y is OCH.sub.3, OCH.sub.2 CH.sub.3, N(CH.sub.3).sub.2 or OCF.sub.2 H;
- (5) when X or Y is OCF.sub.2 H, then Z is CH;
- provided that
- (1) when L is L-1, then R.sub.5 is C.sub.2 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkoxy, OCH.sub.2 CH.sub.2 OCH.sub.3, OSO.sub.2 R.sub.22, S(O).sub.n CH.sub.2 CH.dbd.CH.sub.2, WCF.sub.2, WCHF.sub.2, C.sub.3 -C.sub.4 alkenyloxy, C.sub.3 -C.sub.4 alkynyloxy, C.sub.1 -C.sub.2 alkyl substituted with OCH.sub.3 or OCH.sub.2 CH.sub.3, ##STR71## (2) when L is L-3, then R.sub.8 is SO.sub.2 NR.sub.20 R.sub.21, SO.sub.2 N(OCH.sub.3)CH.sub.3 or SO.sub.2 R.sub.23 ;
- (3) when L is L-4, L-5 or L-6, then R.sub.9 is C.sub.1 -C.sub.3 alkyl, F, Cl, Br, NO.sub.2, SO.sub.2 NR.sub.20 R.sub.21, SO.sub.2 N(OCH.sub.3)CH.sub.3 or S(O).sub.n R.sub.23.
35 more elements
Dependencies are inferred from the claim text.