Claims
- 1. A compound corresponding to the formula ##STR312## wherein R represents a nitrogen containing heterocyclic radical corresponding to one of the formulae ##STR313## each X independently represents chloro, fluoro, bromo, nitro, alkyl of 1 to 4 carbon atoms, amino, mono- or dialkylamino wherein each alkyl group independently contains from 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, cyano, trifluoromethyl, trichloromethyl, phenoxy or substituted phenoxy of the formula ##STR314## wherein each Z independently represents chloro, fluoro, bromo, nitro, cyano, alkoxy of 1 to 4 carbon atoms or alkylthio of 1 to 4 carbon atoms, with the proviso that when either n is 2 or 3, all X groups are sterically compatible with each other and all Z groups are sterically compatible with each other; Y represents oxygen or sulfur; each n can independently represent an integer of from 0 to 3, inclusive; R.sup.1 represents hydrogen, chloro, fluoro, bromo, alkyl of 1 to 4 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl, phenylthio, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, thiocyanato, trifluoromethyl, trichloromethyl, amino, mono- or dialkylamino wherein each alkyl group independently contains from 1 to 4 carbon atoms; R.sup.2 represents methyl, ethyl, propyl or isobutyl and R.sup. 3 represents methoxy, ethoxy, propoxy, ethyl, mono- or dialkylamino wherein each alkyl group independently contains from 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms or phenyl.
- 2. A compound as defined in claim 1 wherein the heterocyclic radical is ##STR315##
- 3. The compound as defined in claim 2 which is O,O-dimethyl O-(1-(5-bromo-2-pyrimidinyl)-5-methyl-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 4. The compound as defined in claim 2 which is O,O-diethyl O-(1-(5-bromo-2-pyrimidinyl)-5-methyl-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 5. The compound as defined in claim 2 which is O,O-diethyl O-(1-(2-methylthio-6-pyrimidinyl)-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 6. The compound as defined in claim 2 which is O,O-diethyl O-(1-(2-methylthio-6-pyrimidinyl)-5-methyl-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 7. The compound as defined in claim 2 which is O,O-diethyl O-(1-(5-bromo-2-pyrimidinyl)-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 8. An insecticidal composition comprising an inert carrier in intimate admixture with insecticidally effective amount of an active compound corresponding to the formula ##STR316## wherein R represents a nitrogen containing heterocyclic radical corresponding to one of the formulae ##STR317## each X independently represents chloro, fluoro, bromo, nitro, alkyl of 1 to 4 carbon atoms, amino, mono- or dialkylamino wherein each alkyl group independently contains from 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, cyano, trifluoromethyl, trichloromethyl, phenoxy or substituted phenoxy of the formula ##STR318## wherein each Z independently represents chloro, fluoro, bromo, nitro, cyano, alkoxy of 1 to 4 carbon atoms or alkylthio of 1 to 4 carbon atoms, with the proviso that when either n is 2 or 3, all X groups are sterically compatible with each other and all Z groups are sterically compatible with each other; Y represents oxygen or sulfur; each n can independently represent an integer of from 0 to 3, inclusive; R.sup.1 represents hydrogen, chloro, fluoro, bromo, alkyl of 1 to 4 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl, phenylthio, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, thiocyanato, trifluoromethyl, trichloromethyl, amino, mono- or dialkylamino wherein each alkyl group independently contains from 1 to 4 carbon atoms; R.sup.2 represents methyl, ethyl, propyl or isobutyl and R.sup.3 represents methoxy, ethoxy, propoxy, ethyl, mono- or dialkylamino wherein each alkyl group independently contains from 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms or phenyl.
- 9. A composition as defined in claim 8 wherein the heterocyclic radical is ##STR319##
- 10. The composition as defined in claim 9 wherein the active compound is O,O-dimethyl O-(1-(5-bromo-2-pyrimidinyl-5-methyl-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 11. The composition as defined in claim 9 wherein the active compound is O,O-diethyl O-(1-(5-bromo-2-pyrimidinyl)-5-methyl-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 12. The composition as defined in claim 9 wherein the active compound is O,O-diethyl O-(1-(2-methylthio-6-pyrimidinyl)-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 13. The composition as defined in claim 9 wherein the active compound is O,O-diethyl O-(1-(2-methylthio-6-pyrimidinyl)-5-methyl-1H-1,2,3-triazol-3-yl) phosphorothioate.
- 14. The composition as defined in claim 9 wherein the active compound is O,O-diethyl O-(1-(5-bromo-2-pyrimidinyl)-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 15. A method for the kill and control of insects which comprises contacting said insects or their habitat with a composition containing as the active ingredient, an insecticidally effective amount of an active compound corresponding to the formula ##STR320## wherein R represents a nitrogen containing heterocyclic radical corresponding to one of the formulae ##STR321## each X independently represents chloro, fluoro, bromo, nitro, alkyl of 1 to 4 carbon atoms, amino, mono- or dialkylamino wherein each alkyl group independently contains from 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, cyano, trifluoromethyl, trichloromethyl, phenoxy or substituted phenoxy of the formula ##STR322## wherein each Z independently represents chloro, fluoro, bromo, nitro, cyano, alkoxy of 1 to 4 carbon atoms or alkylthio of 1 to 4 carbon atoms, with the proviso that when either n is 2 or 3, all X groups are sterically compatible with each other and all Z groups are sterically compatible with each other; Y represents oxygen or sulfur; each n can independently represent an integer of fro 0 to 3, inclusive; R.sup.1 represents hydrogen, chloro, fluoro, bromo, alkyl of 1 to 4 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl, phenylthio, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, thiocyanato, trifluoromethyl, trichloromethyl, amino, mono- or dialkylamino wherein each alkyl group independently contains from 1 to 4 carbon atoms; R.sup.2 represents methyl, ethyl, propyl or isobutyl and R.sup.3 represents methoxy, ethoxy, propoxy, ethyl, mono- or dialkylamino wherein each alkyl group independently contains from 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms or phenyl.
- 16. A method as defined in claim 15 wherein the heterocyclic radical is ##STR323##
- 17. The method as defined in claim 16 wherein the active compound is O,O-dimethyl O-(1-(5-bromo-2-pyrimidinyl-5-methyl-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 18. The method as defined in claim 16 which is O,O-diethyl O-(1-(5-bromo-2-pyrimidinyl)-5-methyl-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 19. The method as defined in claim 16 wherein the active compound is O,O-diethyl O-(1-(2-methylthio-6-pyrimidinyl)-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 20. The method as defined in claim 16 wherein the active compound is O,O-diethyl O-(1-(2-methylthio-6-pyrimidinyl)-5-methyl-1H-1,2,4-triazol-3-yl) phosphorothioate.
- 21. The method as defined in claim 16 which is O,O-diethyl O-(1-(5-bromo-2-pyrimidinyl)-1H-1,2,4-triazol-3-yl) phosphorothioate.
CROSS-REFERENCE TO RELATED APPLICATION
This application is a division of application Ser. No. 084,697, filed Oct. 15, 1979, now U.S. Pat. No. 4,298,602, which in turn is a continuation-in-part of application Ser. No. 951,923, filed Oct. 13, 1978, now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3867396 |
Dawes et al. |
Feb 1975 |
|
4144330 |
Gsell et al. |
Mar 1979 |
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Divisions (1)
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Number |
Date |
Country |
Parent |
84697 |
Oct 1979 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
951923 |
Oct 1978 |
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