N-Methylcarbamoyloxy anilides as herbicide extenders

An herbicide composition of extended soil life comprising an herbicidally effective amount of S-ethyl N,N-di-n-propylthiolcarbamate and an amount of an N-methylcarbamoyloxy anilide sufficient to extend the soil life of said thiolcarbamate, said N-methylcarbamoyloxy anilide having the formula ##STR21## in which R.sup.4 is selected from the group consisting of hydrogen and carbethoxymethyl,

• R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl, dichloromethyl, bromomethyl, dibromoethyl, butoxy, cyclobutyl, acetonyl, methylamino, dimethylamino, carbamylthiomethyl, and carbethoxyamino,
• R.sup.6 is selected from the group consisting of methyl, propionylamino, and bromine,
• X is selected from the group consisting of oxygen and sulfur, and
• n is zero or one,
• wherein the weight ratio of said S-ethyl N,N-di-n-propylthiolcarbamate to said N-methoxycarbamoyloxy anilide ranges from about 1:1 to about 5:1, and which composition additionally includes an inert diluent carrier.

A method of controlling undesirable vegetation which comprises applying to the locus where control is desired both

• (a) an herbicidally effective amount of a thiolcarbamate having the formula ##STR25## in which R.sup.1, R.sup.2, and R.sup.3 are independently C.sub.2 -C.sub.4 alkyl;
• and (b) an amount of an N-methylcarbamoyloxy anilide sufficient to extend the soil life of said thiolcarbamate, said N-methylcarbamoyloxy anilide having the formula ##STR26## in which R.sup.4 is selected from the group consisting of hydrogen and carbethoxymethyl,
• R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.6 alkyl, halogenated C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.5 alkanoylmethyl, C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3 dialkyl-amino, carbamylthiomethyl, and C.sub.2 -C.sub.4 carbalkoxyamino, R.sup.6 is selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.2 -C.sub.4 alkanoylamino, and halogen,
• X is selected from the group consisting of oxygen and sulfur, and
• n is zero or one,
• wherein the weight ratio of (a) to (b) ranges from about 1:1 to about 5:1.

A method of controlling undesirable vegetation which comprises applying to the locus where control is desired both an herbicidally effective amount of S-ethyl N,N-di-n-propylthiolcarbamate and an amount of an N-methylcarbamoyloxy anilide sufficient to extend the soil life of said thiolcarbamate, said N-methylcarbamoyloxy anilide having the formula ##STR27## in which R.sup.4 is selected from the group consisting of hydrogen and carbethoxymethyl,

• R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl, dichloromethyl, bromomethyl, dibromoethyl, butoxy, cyclobutyl, acetonyl, methylamino, dimethylamino, carbamylthiomethyl, and carbethoxyamino,
• R.sup.6 is selected from the group consisting of methyl, propionylamino, and bromine,
• X is selected from the group consisting of oxygen and sulfur, and
• n is zero or one,
• wherein the weight ratio of said S-ethyl N,N-di-n-propylthiolcarbamate and said N-methylcarbamoyloxy anilide ranges from about 1:1 to about 5:1.

A method of extending the soil life of a thiolcarbamate having the formula ##STR31## in which R.sup.1, R.sup.2, and R.sup.3 are independently C.sub.2 -C.sub.4 alkyl;

• which comprises applying to the soil containing said thiolcarbamate or to which said thiolcarbamate is to be applied an effective amount of an N-methylcarbamoyloxy anilide having the formula ##STR32## in which R.sup.4 is selected from the group consisting of hydrogen and carbethoxymethyl,
• R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.6 alkyl, halogenated C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.5 alkanoylmethyl, C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3 dialkyl-amino, carbamylthiomethyl, and C.sub.2 -C.sub.4 carbalkoxyamino, R.sup.6 is selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.2 -C.sub.4 alkanoylamino, and halogen,
• X is selected from the group consisting of oxygen and sulfur, and
• n is zero or one,
• wherein the weight ratio of said thiolcarbamate to said N-methylcarbamoyloxy anilide ranges from about 1:1 to about 5:1.

A method of extending the soil life of S-ethyl N,N-di-npropylthiolcarbamate which comprises applying to the soil containing said thiolcarbamate or to which said thiolcarbamate is to be applied an effective amount of an N-methylcarbamoyloxy anilide having the formula ##STR33## in which R.sup.4 is selected from the group consisting of hydrogen and carbethoxymethyl,

• R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl, dichloromethyl, bromomethyl, dibromoethyl, butoxy, cyclobutyl, acetonyl, methylamino, dimethylamino, carbamylthiomethyl, and carbethoxyamino,
• R.sup.6 is selected from the group consisting of methyl, propionylamino, and bromine,
• X is selected from the group consisting of oxygen and sulfur, and
• n is zero or one,
• wherein the weight ratio of said S-ethyl N,N-di-n-propylthiolcarbamate to said N-methylcarbamoyloxy anilide ranges from about 1:1 to about 5:1.