Herbicidal 1,2,4-benzotriazines
AssigneeICI Australia Limited
InventorsAlexander Serban, Graeme J. Farquharson, Graham J. Bird, Jack Lydiate
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Abstract
The invention concerns novel compounds of the formula I ##STR1## The compounds are herbicides and in further embodiments the invention provides processes for the preparation of compounds of formula I, intermediates useful in the preparation of compounds of formula I, herbicidal compositions containing as active ingredient a compound of formula I, and processes for severely damaging or killing unwanted plants by applying to the plants or to the growth medium of the plants an effective amount of a compound of formula I.
Claims13
A compound of formula I ##STR21## or a salt thereof wherein:
- A, B, D, E, U and V are independently chosen from the group consisting of hydrogen, halogen, nitro, cyano, thiocyano, amino, C.sub.1 to C.sub.6 alkylamino, di(C.sub.1 to C.sub.6 alkyl)amino, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 haloalkyl, C.sub.2 to C.sub.6 alkenyl, C.sub.3 to C.sub.7 cycloalkyl, C.sub.1 to C.sub.6 alkoxy, C.sub.1 to C.sub.6 haloalkoxy, C.sub.1 to C.sub.6 alkylthio, C.sub.1 to C.sub.6 alkylsulfinyl, C.sub.1 to C.sub.6 alkylsulfonyl, C.sub.1 to C.sub.6 haloalkylsulfinyl, C.sub.1 to C.sub.6 haloalkylsulfonyl, sulfo, C.sub.1 to C.sub.6 alkoxysulfonyl, sulfamoyl, N-(C.sub.1 to C.sub.6 alkyl) sulfamoyl, N,N-Di(C.sub.1 to C.sub.6 alkyl)sulfamoyl, carboxy, (C.sub.1 to C.sub.6 alkoxy)carbonyl, carbamoyl, N-(C.sub.1 to C.sub.6 alkyl)carbamoyl, N,N-(di(C.sub.1 to C.sub.6 alkyl)carbamoyl, phenyl, phenoxy, phenylthio, and the groups substituted phenyl, substituted phenoxy and substituted phenylthio wherein in each group the phenyl ring is substituted with one to three substituents chosen from the group consisting of halogen, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 haloalkyl, C.sub.1 to C.sub.6 alkoxy, nitro and cyano;
- R.sup.1 is chosen from the group consisting of hydrogen, C.sub.1 to C.sub.6 alkyl, C.sub.2 to C.sub.6 alkenyl, C.sub.2 to C.sub.6 alkoxyalkyl, C.sub.1 to C.sub.6 haloalkyl, acetyl, propionyl, and C.sub.2 to C.sub.6 alkoxycarbonyl;
- R.sup.2 is chosen from the group consisting of hydrogen, C.sub.1 to C.sub.6 alkyl, C.sub.2 to C.sub.6 alkenyl, C.sub.2 to C.sub.6 alkoxyalkyl and C.sub.1 to C.sub.6 haloalkyl, or R.sup.1 and R.sup.2 together may form a methylene, ethylidene, propylidene or isopropylidene group;
- W is chosen from the group consisting of cyano, thiocarbamoyl, ##STR22## and CH.sub.2 Z wherein:
- G is chosen from the group consisting of hydroxy, mercapto, C.sub.1 to C.sub.10 alkoxy, C.sub.1 to C.sub.10 haloalkoxy, C.sub.2 to C.sub.10 alkenyloxy, C.sub.2 to C.sub.10 alkynyloxy, C.sub.1 to C.sub.10 alkylthio, C.sub.2 to C.sub.10 alkenylthio, C.sub.2 to C.sub.10 alkynylthio, C.sub.3 to C.sub.7 cycloalkoxy, C.sub.3 to C.sub.7 cycloalkoxy substituted with one or two C.sub.1 to C.sub.4 alkyl groups, phenoxy, phenylthio, benzyloxy, benzylthio, the group C.sub.1 to C.sub.10 alkoxy substituted with a substituent chosen from the group consisting of C.sub.1 to C.sub.6 alkoxy, amino, ammonio, cyano, N-(C.sub.1 to C.sub.6 alkyl)amino, N,N-di(C.sub.1 to C.sub.6 alkyl)amino, and N,N,N-tri(C.sub.1 to C.sub.6 alkyl)ammonio, the groups phenoxy, phenylthio, benzyloxy and benzylthio wherein in each group the phenyl ring is substituted with from one to three substituents chosen from the group consisting of halogen, nitro, cyano, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 haloalkyl and C.sub.1 to C.sub.6 alkoxy, the group OM wherein M is the cation of an inorganic or organic base, the group --NHSO.sub.2 R.sup.3 wherein R.sup.3 is chosen from C.sub.1 to C.sub.10 alkyl and C.sub.1 to C.sub.10 haloalkyl, the group --NR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are independently chosen from the group consisting of hydrogen, C.sub.1 to C.sub.6 alkyl, phenyl and benzyl and the group --O--N.dbd.R.sup.6 wherein R.sup.6 is a C.sub.1 to C.sub.10 alkylidene group;
- and Z is chosen from halogen, hydroxy, mercapto, C.sub.1 to C.sub.10 alkoxy, C.sub.1 to C.sub.10 haloalkoxy, C.sub.1 to C.sub.10 alkylthio and the group NR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are as hereinbefore defined;
- X and Y are independently chosen from oxygen and sulfur;
- k, l and m are independently chosen from 0 and 1 provided that k+l+m is 0, 1 or 2;
- and
- n is 0, 1 or 2.
Dependencies are inferred from the claim text.