1,5-diphenyl derivative of 1H-1,2,4-triazole-3-carboxamide and herbicide containing the same

Abstract

A compound of 1,5-disubstituted .Iadd.-1H-.Iaddend.1,2,4-triazole-3-carboxamide represented by the general formula; ##STR1## wherein R 1 is alkyl of one to three carbon atoms, chloro, fluoro, iodo, trifluoromethyl or nitro, R 2 is hydrogen, methyl or chloro, R 3 is hydrogen or methyl is provided in the invention, which shows an excellent herbicidal activity.

What is claimed is: 
     
       1. A .[.1,5-disubstituted-1,2,4-triazole-3-carboxamide.]. .Iadd.1,5-disubstituted-1H-1,2,4-triazole-3-carboxamide .Iaddend.having the formula: ##STR8## wherein R 1  is an atom of fluorine or chlorine, a methyl group or a trifluoromethyl group; R 2  is an atom of chlorine or a methyl group; and R 3  is an atom of hydrogen or a methyl group. 
     
     
       2. .[.1-(3,4-dimethylphenyl)-5-phenyl-1,2,4-triazole-3-carboxamide.]. .Iadd.1-(3,4-dimethylphenyl)-5-phenyl-1H-1,2,4-triazole-3-carboxamide.Iaddend.. .[.3. 
     
     
        1-(2-methyl-3-chlorophenyl)-5-phenyl-1,2,4-triazole-3-carboxamide..]. 4. 1-(2-chloro-3-methylphenyl)-5-phenyl-1H-1,2,4-triazole-3-carboxamide..]. .[.5. 
     
     
        1-(3-methyl-4-chlorophenyl)-5-phenyl-1,2,4,-triazole-3-carboxamide..]. 6. .[.1-(3-chloro-4-methylphenyl)-5-phenyl-1,2,4-triazole-3-carboxamide.]. .Iadd.1-(3-chloro-4-methylphenyl)-5-phenyl-1H-1,2,4-triazole-3-carboxamide.Iaddend.. .[.7. 
     
     
        1-(3-methyl-4-fluorophenyl)-5-phenyl-1,2,4-triazole-3-carboxamide..]. 8. A herbicide composition comprising as an active ingredient a herbicidally effective amount of a 1.5-disubstituted 1,2,4-triazole-3-carboxamide represented by the formula: ##STR9## wherein R 1  is an alkyl group having 1 to 3 carbon atoms, a trifluoromethyl group, a chlorine atom, fluorine atom, an iodine atom or a nitro group, R 2  is .Iadd.a hydrogen atom, .Iaddend.a methyl group or a chlorine atom and R 3  is a methyl group or a hydrogen atom, provided that 1-(4-methylphenyl)-5-phenyl-1,2,4-triazole-3-carboxamide is excluded, 
     
     
        together with a herbicidally acceptable carrier or a diluent. .[.9.  The herbicide composition according to claim 8 in which the 1,5-disubstituted 1,2,4-triazole-3-carboxamide is 
     
     
        1-(3-methylphenyl)-5-phenyl-1,2,4-triazole-3-carboxamide..]. 10. A method for controlling noxious weeds, which comprises applying to said noxious weeds or to land a herbicide composition comprising as an active ingredient a herbicidally effective amount of a 1,5-disubstituted 1,2,4-triazole-3-carboxamide represented by the formula: ##STR10## wherein R 1  is an alkyl group having 1 to 3 carbon atoms, a trifuoromethyl group, a chlorine atom, a fluorine atom, an iodine atom or a nitro group; R 2  is .Iadd.a hydrogen atom, .Iaddend.a methyl group or a chlorine atom and R 3  is a methyl group or a hydrogen atom, provided that 1-(4-methylphenyl)-5-phenyl-1,2,4-triazole-3-carboxamide is excluded, together with a herbicidally acceptable carrier or a diluent. 
     
     
            The method according to claim 10 in which said carboxamide is .[.1-(3-methyl-phenyl)-5-phenyl-1,2,4-triazole-3-carboxamide.]..Iadd.1-(3- 
     
     
       methylphenyl)-5-phenyl-1H-1,2,4-triazole-3-carboxamide.Iaddend.. .Iadd.12. 1-(3-chloro-2-methylphenyl)-5-phenyl-1H-1,2,4-triazole-3-carboxamide. .Iaddend. .Iadd.13. 1-(4-chloro-3-methylphenyl)-5-phenyl-1H-1,2,4-triazole-3-carboxamide. .Iaddend. .Iadd.14. 1-(4-fluoro-3-methylphenyl)-5-phenyl-1H-1,2,4-triazole-3-carboxamide. .Iaddend. .Iadd.15. The herbicide composition according to claim 8 in which the 1,5-disubstituted-1H-1,2,4-triazole-3-carboxamide is 1-(3-methylphenyl)-5-phenyl-1H-1,2,4-triazole-3-carboxamide..Iaddend.