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US 4,906,287 AGranted
Herbicidal compounds
AssigneeFMC Corporation
InventorsJohn W. Lyga, George Theodoridis, Lester L. Maravetz
Life of this patent
Estimating the term…
Abstract
Herbicidal 2-aryl-1,2,4-triazine-3,5(2H,4H)-diones, the corresponding 2-aryldihydro-1,2,4-triazine-3,5-diones and sulfur analogs of said diones.
Claims14
An herbicidal compound of the formula ##STR107## wherein W.sup.1 and W.sup.2 are independently oxygen or sulfur;
- R.sup.1 is alkyl of 1 to 6 carbon atoms, haloalkyl of 1 to 5 carbon atoms, cyanoalkyl of 1 to 5 alkyl carbon atoms, alkenyl or alkynyl of 2 to 5 carbon atoms, alkoxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, or alkylsulfonylalkyl of 2 to 5 carbon atoms, or amino;
- R.sup.2 is hydrogen or alkyl of 1 to 4 carbon atoms;
- X.sup.1 is fluorine or chlorine;
- X.sup.2 is fluorine, chlorine, bromine, alkyl of 1 to 6 carbon atoms, haloalkyl of 1 to 5 carbon atoms, or alkoxy of 1 to 6 carbon atoms;
- R.sup.20 is lower alkyl, or phenyl which is substituted or unsubstituted with one or more groups selected from halogen, lower alkyl, lower alkoxy, cyano, cyanomethyl, nitro, amino, phenylamino, alkylamino of less than 6 carbon atoms, dialkylamino in which each alkyl is of less than 6 carbon atoms, hydroxycarbonyl, alkoxycarbonyl of less than 6 alkyl carbon atoms, alkoxyalkyl of 2 to 4 carbon atoms, alkoxycarbonylalkyl in which each alkyl is of less than 6 carbon atoms, benzyl, or hydroxy;
- R.sup.21 is hydrogen, a salt-forming group, benzyl, alkyl, haloalkyl, alkoxy, alkynyl or alkenyl each having less than 6 alkyl carbon atoms, SO.sub.2 R.sup.20, a group of the formula -alkylene-SO.sub.2 R.sup.20 wherein the alkylene group has 1 to 4 carbon atoms, alkoxymethyl having less than 6 carbon atoms, cyanomethyl, ethoxycarbonylmethyl or R.sup.20 and R.sup.21 together is alkylene of less than 6 carbon atoms.
3 more elements
An herbicidal compound of the formula ##STR108## wherein W.sup.1 and W.sup.2 are independently oxygen or sulfur;
- R.sup.1 is alkyl of 1 to 6 carbon atoms, haloalkyl of 1 to 5 carbon atoms, cyanoalkyl of 1 to 5 alkyl carbon atoms, alkenyl or alkynyl of 2 to 5 carbon atoms, alkoxyalkyl, alkylthioalkyl, alkylsulfinylalky, or alkylsulfonylalkyl of 2 to 5 carbon atoms, or amino;
- R.sup.2 is hydrogen or alkyl of 1 to 4 carbon atoms;
- X.sup.1 is fluorine or chlorine;
- X.sup.2 is fluorine, chlorine, bromine, alkyl of 1 to 6 carbon atoms, haloalkyl of 1 to 5 carbon atoms, or alkoxy of 1 to 6 carbon atoms;
- and
- Z is ##STR109## where R.sup.3 is H or alkyl of 1 to 4 carbon atoms, R.sup.4 is H, alkyl of 1 to 4 carbon atoms of alkoxy of 1 to 4 carbon atoms, n is 0 to 2, and --NR.sup.7 R.sup.5 is the residue of a sulfonamide in which R.sup.7 is hydrogen, a salt-forming group, or alkyl of 1 to 6 carbon atoms, and R.sup.5 is alkylsulfonyl, haloalkylsulfonyl, or arylsulfonyl.
3 more elements
An herbicidal compound of the formula ##STR110## wherein W.sup.1 and W.sup.2 are independently oxygen or sulfur;
- R.sup.1 is alkyl of 1 to 6 carbon atoms, haloalkyl of 1 to 5 carbon atoms, cyanoalkyl of 1 to 5 alkyl carbon atoms, alkenyl or alkynyl of 2 to 5 carbon atoms, alkoxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, or alkylsulfonylalkyl of 2 to 5 carbon atoms, or amino;
- R.sup.2 is hydrogen or alkyl of 1 to 4 carbon atoms;
- X.sup.1 is fluorine or chlorine;
- X.sup.2 is fluorine, chlorine, bromine, alkyl of 1 to 6 carbon atoms, haloalkyl of 1 to 5 carbon atoms, or alkoxy of 1 to 6 carbon atoms;
- R.sup.20 is lower alkyl or haloalkyl of 3 to 5 alkyl carbon atoms, or phenyl which is substituted or unsubstituted with one or more groups selected from halogen, lower alkyl, lower alkoxy, cyano, cyanomethyl, nitro, amino, phenylamino, alkylamino of less than 6 carbon atoms, dialkylamino in which each alkyl is of less than 6 carbon atoms, hydroxycarbonyl, alkoxycarbonyl of less than 6 alkyl carbon atoms, alkoxyalkyl of 2 to 4 carbons atoms, alkoxycarbonylalkyl in which each alkyl is of less than 6 carbon atoms, benzyl, or hydroxy;
- R.sup.21 is hydrogen, a salt-forming group, benzyl, alkyl, haloalkyl, alkoxy, alkynyl or alkenyl each having less than 6 carbon atoms, SO.sub.2 R.sup.20, a group of the formula -alkylene- SO.sub.2 R.sup.20 wherein the alkylene group has 1 to 4 carbon atoms, alkoxymethyl having less than 6 carbon atoms, cyanomethyl, ethoxycarbonylmethyl, or R.sup.20 and R.sup.21 together is alkylene of less than 6 carbon atoms.
3 more elements
Dependencies are inferred from the claim text.