1-dimethylcarbamoyl-3-substituted-5-substituted-1H-1,2,4-triazoles

An insecticidal composition comprising an agronomically acceptable carrier and an insecticidally effective amount of a compound having the formula ##STR47## wherein R.sup.1 is an unsubstituted or substituted (C.sub.1 -C.sub.6) straight chain alkylidene (--(CH.sub.2).sub.n --) group having one to four of the same or different substituents selected from cyano;

• nitro;
• OR;
• CO.sub.2 R;
• OCOR;
• COR;
• lower (C.sub.2 -C.sub.6)alkenyl;
• lower (C.sub.2 -C.sub.6)alkynyl;
• lower (C.sub.1 -C.sub.6)alkyl;
• or unsubstituted or substituted phenyl having one to three of the same or different halo, cyano, nitro, trifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluorothiomethoxy, tetrafluorothiomethoxy, CO.sub.2 R, COR, OCOR, lower (C.sub.1 -C.sub.4)alkyl, lower (C.sub.1 -C.sub.4)alkoxy, lower (C.sub.1 -C.sub.4)haloalkyl or lower (C.sub.2 -C.sub.6)alkenyl;
• ##STR48## R.sup.2 is hydrogen;
• unsubstituted or substituted (C.sub.1 -C.sub.6)alkyl where the substituent is halo, cyano, nitro, OR, CO.sub.2 R, COR, or OCOR;
• unsubstituted or substituted phen(C.sub.1 -C.sub.4)alkyl where the phenyl ring has one to three of the same or different substituents selected from halo, cyano, nitro, trifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluorothiomethoxy, tetrafluorothiomethoxy, CO.sub.2 R, COR, OCOR, lower(C.sub.1 -C.sub.4)alkyl, lower (C.sub.1 -C.sub.4)alkoxy, lower (C.sub.1 -C.sub.4)haloalkyl or lower (C.sub.2 -C.sub.6)alkenyl;
• unsubstituted or substituted phenyl having one to three of the same or different substituents selected from halo, cyano, nitro, trifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluorothiomethoxy, tetrafluorothioethoxy, CO.sub.2 R, COR, OCOR, lower (C.sub.1 -C.sub.4)alkyl, lower (C.sub.1 -C.sub.4)alkoxy, lower (C.sub.1 -C.sub.4)haloalkyl or lower (C.sub.2 -C.sub.6)alkenyl;
• R.sup.3 is hydrogen;
• or (C.sub.1 -C.sub.6)alkyl;
• R.sup.2 and R.sup.3 can be taken together along with the nitrogen atom to which they are attached to form a pyrrolidino, morpholino or piperidino ring;
• W is isopropyl;
• sec-butyl;
• t-butyl;
• t-amyl;
• or 2-methylthio-2-propyl;
• where R is hydrogen;
• lower (C.sub.1 -C.sub.6)alkyl;
• or phenyl optionally substituted with one to three of the same or different halo, cyano, nitro, hydroxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluorothiomethoxy, tetrafluorothioethoxy, lower (C.sub.1 -C.sub.4)alkyl, lower (C.sub.1 -C.sub.4)alkoxy, lower (C.sub.1 -C.sub.4)haloalkyl, lower (C.sub.2 -C.sub.6)alkenyl, carboxy, lower (C.sub.1 -C.sub.4)alkoxycarbonyl;
• and
• agronomically acceptable salts thereof.

A method of controlling insects which comprises contacting said insects with an insecticidally effective amount of a compound having the formula ##STR52## wherein R.sup.1 is an unsubstituted or substituted (C.sub.1 -C.sub.6) straight chain alkylidene (--(CH.sub.2).sub.n --) group having one to four of the same or different substituents selected from cyano;

• nitro;
• OR;
• CO.sub.2 R;
• OCOR;
• COR;
• lower (C.sub.2 -C.sub.6)alkenyl;
• lower (C.sub.2 -C.sub.6)alkynyl;
• lower (C.sub.1 -C.sub.6)alkyl;
• or unsubstituted or substituted phenyl having one to three of the same or different halo, cyano, nitro, trifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluorothiomethoxy, tetrafluorothiomethoxy, CO.sub.2 R, COR, OCOR, lower (C.sub.1 -C.sub.4)alkyl, lower (C.sub.1 -C.sub.4)alkoxy, lower (C.sub.1 -C.sub.4)haloalkyl or lower (C.sub.2 C.sub.6)alkenyl;
• X is ##STR53## R.sup.2 is hydrogen;
• unsubstituted or substituted (C.sub.1 -C.sub.6)alkyl where the substituent is halo, cyano, nitro, OR, CO.sub.2 R, COR, or OCOR;
• unsubstituted or substituted phen(C.sub.1 -C.sub.4)alkyl where the phenyl ring has one to three of the same or different substituents selected from halo, cyano, nitro, trifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluorothiomethoxy, tetrafluorothiomethoxy CO.sub.2 R, COR, OCOR, lower(C.sub.1 -C.sub.4)alkyl, lower (C.sub.1 -C.sub.4)alkoxy, lower (C.sub.1 -C.sub.4)haloalkyl or lower (C.sub.2 -C.sub.6)alkenyl;
• unsubstituted or substituted phenyl having one to three of the same or different substituents selected from halo, cyano, nitro, trifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluorothiomethoxy, tetrafluorothioethoxy, CO.sub.2 R, COR, OCOR, lower (C.sub.1 -C.sub.4)alkyl, lower (C.sub.1 -C.sub.4)alkoxy, lower (C.sub.1 -C.sub.4)haloalkyl or lower (C.sub.2 -C.sub.6)alkenyl;
• R.sup.3 is hydrogen;
• or (C.sub.1 -C.sub.6)alkyl;
• R.sup.2 and R.sup.3 can be taken together along with the nitrogen atom to which they are attached to form a 5 or 6-membered pyrrolidino, morpholino or piperidino ring;
• W is isopropyl;
• sec-butyl;
• t-butyl;
• t-amyl;
• or 2-methylthio-2-propyl;
• where R is hydrogen;
• lower (C.sub.1 -C.sub.6)alkyl;
• or phenyl optionally substituted with one to three of the same or different halo, cyano, nitro, hydroxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluorothiomethoxy, tetrafluorothioethoxy, lower (C.sub.1 -C.sub.4)alkyl, lower (C.sub.1 -C.sub.4)alkoxy, lower (C.sub.1 -C.sub.4)haloalkyl, lower (C.sub.2 -C.sub.6)alkenyl, carboxy, lower (C.sub.1 -C.sub.4)alkoxycarbonyl;
• and
• agronomically acceptable salts thereof.

A molluscicidal composition comprising an agronomically acceptable carrier and a molluscicidally effective amount of a compound having the formula ##STR57## wherein R.sup.1 is --CH.sub.2 -- or --CH(CH.sub.3 )--;

• X is --SO.sub.2 --;
• R.sup.2 is hydrogen, methyl or ethyl;
• W is t-butyl, t-amyl, or 2-methylthio-2-propyl;
• and
• agronomically acceptable salts thereof.

A method of controlling molluscs which comprises contacting molluscs with a molluscicidally effective amount of a compound having the formula ##STR58## wherein R.sup.1 is --CH.sub.2 -- or --CH(CH.sub.2)--;

• X is --CO.sub.2 --;
• ##STR59## or --SO.sub.2 --;
• R.sup.2 is hydrogen, methyl or ethyl;
• R.sup.3 is hydrogen or lower(C.sub.1 -C.sub.4)alkyl;
• W is t-butyl, t-amyl, or 2-methylthio-2-propyl;
• and
• agronomically acceptable salts thereof.