PURPOSE: To obtain an R optical isomer of oxime derivative useful as an active ingredient for a herbicide showing excellent weeding effects on broad-leaved weeds and thin-leaved weeds.
CONSTITUTION: A compound of formula I [X and Y are H, halogen, CF3 or alkyl; Z is CH or N; R1 is H, OH, alkyl or alkoxy; R2 is H, aliphatic hydrocarbon group, alkoxy, phenoxy, aromatic hydrocarbon group, aromatic heterocyclic group containing at least one N or NR5R9 (R5 is H or alkyl; R9 is the above- mentioned aliphatic group or aromatic hydrocarbon group or aromatic heterocyclic group); R3 is alkyl or phenyl; R33 is OH, alkyl, phenyl, COOR41 (R41 is H or alkyl) or group of formula II (R10 and R11 are R41 or phenyl; Q is direct bond, CO, CS or SO2], its salt. The compound is obtained by reacting aldehyde derivative of formula III with a compound of the formula H2N-O-Q-R2. The use of the compound together with an N-phosphonomethylglycine derivative and/or glufosinate compound can wither both thin-leaved weeds and broad-leaved weeds with a small amount.
HIRAMATSU TOSHIYUKI
ICHIKAWA YATARO