Certain 1,2,4-Oxa- and -thiadiazol-5-ylthioalkanoic acid derivatives

Abstract

New nematocides and plant growth regulants comprise diazoles of formula, ##STR1## in which R 1 is alkyl, substituted alkyl, aryl, or substituted aryl, R 2 is alkyl, alkenyl, alkynyl or substituted alkyl and X is oxygen or sulphur. .Iadd.

I claim: 
     
       1. A compound of the formula: ##STR9## wherein R 1  represents .[.alkyl; alkyl substituted by halogen, alkoxy, carboxy, hydroxy or nitro;.]. phenyl; or phenyl substituted by halogen, alkyl, alkoxy or nitro, R 2  is --CH 2  COOH or --CH 2  CH 2  --COOH   X is oxygen or sulphur wherein the alkyl and alkoxy radicals have from 1 to 6 carbon atoms, or a herbicidal or plant .Iadd.growth .Iaddend.regulant salt; .[.lower.]. .Iadd.herbicidal or plant growth regulant .Iaddend.alkyl ester or unsubstituted amide of such compound.     
     
     
       2. A compound according to claim 1 which is the alkali metal salt. 
     
     
       3. A compound according to claim 2 which is the sodium salt. 
     
     
       4. A compound according to claim 1 which is the lower alkyl ester. 
     
     
       5. A compound according to claim 4 which is the ethyl ester. 
     
     
       6. A compound according to claim 1 which is the unsubstituted amide. 
     
     
       7. A compound according to claim 1 which is the free acid. 
     
     
       8. A compound according to claim 1 wherein R 1  is p-chlorophenyl and X is O. 
     
     
       9. A compound according to claim 1 wherein R 1  is .[.p-chloro.].phenyl and X is S. .Iadd. 10. A compound according to claim 1 wherein X is oxygen. .Iaddend..Iadd. 11. A compound according to claim 1 wherein R 1  is phenyl monosubstituted by halogen, alkyl or alkoxy. .Iaddend..Iadd. 12. A compound according to claim 1 wherein R 2  is CH 2  COOH. .Iaddend..Iadd. 13. A compound according to claim 4 wherein R 1  is phenyl or p-chlorophenyl. .Iaddend..Iadd. 14. A compound according to claim 1 wherein R 1  is phenyl, X is oxygen and R 2  is CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester or unsubstituted amide of such compound. .Iaddend..Iadd. 15. A compound according to claim 1 wherein R 1  is phenyl, X is oxygen and R 2  is --CH 2  CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester or unsubstituted amide of such compound. .Iaddend..Iadd. 16. A compound according to claim 1 wherein R 1  is p-chlorophenyl, X is sulphur and R 2  is --CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester or unsubstituted amide of such compound. .Iaddend..Iadd. 17. A compound according to claim 1 wherein R 1  is phenyl, X is sulphur and R 2  is --CH 2  CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester or unsubstituted amide of such compound. .Iaddend..Iadd. 18. A compound according to claim 1 wherein R 1  is p-tolyl, X is oxygen and R 2  is --CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester or unsubstituted amide of such compound. .Iaddend..Iadd. 19. A compound according to claim 1 wherein R 1  is p-methoxyphenyl, X is oxygen and R 2  is --CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester of unsubstituted amide of such compound. .Iaddend..Iadd. 20. A compound according to claim 1 wherein R 1  is p-tolyl, X is sulphur and R 2  is CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester of unsubstituted amide of such compound. .Iaddend. .Iadd. 21. A compound according to claim 1 wherein R 1  is p-methoxyphenyl, X is sulphur and R 2  is CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester of unsubstituted amide of such compound. .Iaddend..Iadd. 22. A compound according to claim 1 wherein R 1  is p-chlorophenyl, X is oxygen and R 2  is CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester or unsubstituted amide of such compound..Iaddend..Iadd. 23. A compound according to claim 1 wherein R 1  is phenyl, X is sulphur and R 2  is CH 2  COOH or a herbicidal or plant growth regulant salt, lower alkyl ester or unsubstituted amide of such compound. .Iaddend..Iadd. 24. A compound according to claim 13 which is the compound itself or the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 25. A compound according to claim 14 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 26. A compound according to claim 15 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 27. A compound according to claim 16 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 28. A compound according to claim 17 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 29. A compound according to claim 18 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 30. A compound according to claim 19 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend. .Iadd. 31. A compound according to claim 20 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 32. A compound according to claim 21 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 33. A compound according to claim 22 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 34. A compound according to claim 23 which is the sodium salt, ethyl ester or unsubstituted amide thereof. .Iaddend..Iadd. 35. A compound according to claim 25 which is the ethyl ester. .Iaddend..Iadd. 36. A compound according to claim 25 which is the unsubstituted amide. .Iaddend..Iadd. 37. A compound according to claim 30 which is the ethyl ester. .Iaddend..Iadd. 38. A compound according to claim 32 which is the ethyl ester. .Iaddend.