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US 4,291,054 AGranted
Insecticidal carbamoyl sulfides
AssigneeE. I. Du Pont de Nemours and Company
InventorJiin-Duey Cheng
Life of this patent
Estimating the term…
Abstract
4-Oxo-2,5-cyclohexadien-1-ylideneaminooxy derivatives, such as N-[[[N-[[N-[3,5-bis(1,1-dimethylethyl)-4-oxo-2,5-cyclohexadien-1-ylidenami nooxycarbonyl]-N-methylaminothio]]-N-methylaminocarbonyloxy]]]ethanimidothi oic acid, methyl ester, useful for control of insects.
Claims52
A compound of the formula ##STR20## R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently H, F, Cl, Br, NO.sub.2, CN, CF.sub.3, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.4 alkoxy, or COR.sup.5 ;
- R.sup.5 is OR.sup.6 or NR.sup.7 R.sup.8 ;
- R.sup.6 is C.sub.1 -C.sub.4 alkyl;
- R.sup.7 is C.sub.1 -C.sub.4 alkyl or methoxy;
- R.sup.8 is C.sub.1 -C.sub.4 alkyl;
- R.sup.9 and R.sup.10 are independently methyl or ethyl;
- or
- R.sup.1 and R.sup.2 are taken together to form
- --CH.dbd.CH--CH.dbd.CH--;
- provided that:
- (1) The total of R.sup.9 and R.sup.10 is not greater than three carbon atoms;
- (2) Only one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can be CN, NO.sub.2, COR.sup.5, or CF.sub.3 ;
- (3) If R.sup.2 and R.sup.4 are both alkyl, then R.sup.2 and R.sup.4 are independently CH.sub.3 or CH.sub.2 CH.sub.3 ;
- (4) If any two of R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently halogen or alkoxy, then the other two are independently hydrogen or CH.sub.3 ;
- (5) The total number of carbons R.sup.1 to R.sup.4 is not greater than 26;
- (6) If R.sup.1 and R.sup.2 are both alkyl, then R.sup.2 must be CH.sub.3 or CH.sub.2 CH.sub.3 ;
- (7) If R.sup.3 and R.sup.4 are both alkyl, then R.sup.4 must be CH.sub.3 or CH.sub.2 CH.sub.3.
13 more elements
A compound of the Formula ##STR21## R.sup.9 and R.sup.10 are independently methyl or ethyl;
- R.sup.11, R.sup.12, R.sup.13 and R.sup.14 are independently, H, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.4 alkoxy, Cl or Br;
- or
- either R.sup.11 and R.sup.12 or R.sup.13 and R.sup.14 are taken together to form --Ch.dbd.CH--CH.dbd.CH--;
- provided that
- (1) the total of R.sup.9 and R.sup.10 is not greater than three carbon atoms;
- (2) if three or more of R.sup.11, R.sup.12, R.sup.13 and R.sup.14 are other than H, then any of R.sup.11, R.sup.12, R.sup.13 and R.sup.14 which is not H, is selected from CH.sub.3 or Cl, except that if R.sup.11 and R.sup.12 or R.sup.13 and R.sup.14 form the bridge --CH.dbd.CH--CH.dbd.CH--, then the remaining R.sup.11 to R.sup.14 groups are chosen from all definitions of R.sup.11 to R.sup.14 ;
- (3) if any of R.sup.11, R.sup.12, R.sup.13 and R.sup.14 is secondary alkyl, tertiary alkyl or tertiary alkoxy, the adjacent group which is at least one of R.sup.11, R.sup.12, R.sup.13 or R.sup.14 must be selected from H, CH.sub.3 or CH.sub.2 CH.sub.3 ;
- (4) the total number of carbons of R.sup.11 to R.sup.14 is not greater than 16.
5 more elements
A compound of the formula ##STR22## R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently H, F, Cl, Br, NO.sub.2, CN, CF.sub.3, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.4 alkoxy, or COR.sup.5 ;
- R.sup.5 is OR.sup.6 or NR.sup.7 R.sup.8 ;
- R.sup.6 is C.sub.1 -C.sub.4 alkyl;
- R.sup.7 is C.sub.1 -C.sub.4 alkyl or methoxy;
- R.sup.8 is C.sub.1 -C.sub.4 alkyl;
- or
- R.sup.1 and R.sup.2 are taken together to form
- --CH.dbd.CH--CH.dbd.CH--;
- R.sup.11, R.sup.12, R.sup.13 and R.sup.14 are independently, H, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.4 alkoxy, Cl or Br;
- or
- either R.sup.11 and R.sup.12 or R.sup.13 and R.sup.14 are taken together to form --CH.dbd.CH--CH.dbd.CH--;
- provided that:
- (1) Only one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can be CN, NO.sub.2, COR.sup.5, or CF.sub.3 ;
- (2) If R.sup.2 and R.sup.4 are both alkyl, then R.sup.2 and R.sup.4 are independently CH.sub.3 or CH.sub.2 CH.sub.3 ;
- (3) If any two of R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently halogen or alkoxy, then the other two are independently hydrogen or CH.sub.3 ;
- (4) The total number of carbons R.sup.1 to R.sup.4 is not greater than 26;
- (5) If R.sup.1 and R.sup.2 are both alkyl, then R.sup.2 must be CH.sub.3 or CH.sub.2 CH.sub.3 ;
- (6) If R.sup.3 and R.sup.4 are both alkyl, then R.sup.4 must be CH.sub.3 or CH.sub.2 CH.sub.3 ;
- (7) if three or more of R.sup.11, R.sup.12, R.sup.13 and R.sup.14 are other than H, then any of R.sup.11, R.sup.12, R.sup.13 and R.sup.14 which is not H is selected from CH.sub.3 or Cl, except that if R.sup.11 and R.sup.12 or R.sup.13 and R.sup.14 form the bridge --CH.dbd.CH--CH.dbd.CH--, then the remaining R.sup.11 to R.sup.14 groups are chosen from all definitions of R.sup.11 to R.sup.14 ;
- (8) if any of R.sup.11, R.sup.12, R.sup.13 and R.sup.14 is secondary alkyl, tertiary alkyl or tertiary alkoxy, the adjacent group which is at least one of R.sup.11, R.sup.12, R.sup.13 or R.sup.14 must be selected from H, CH.sub.3 or CH.sub.2 CH.sub.3 ;
- (9) the total number of carbons of R.sup.11 to R.sup.14 is not greater than 16.
17 more elements
Dependencies are inferred from the claim text.