Shionogi Company Limited

Suntory Limited

Kinya Ide

Toshio Takahashi

Hiroyuki Kai

Yoshio Hayase

Koichi Morita

Harukazu Fukami

Masaki Hashimoto

Akira Takase

Michio Masuko

Naoki Higuchi

Kuniyoshi Nishida

Naoko Kawaguchi

Yoshito Ueyama

Shinzaburo Sumimoto

Ichiro Ishizuka

Toshikazu Ohtsuka

Shiro Ueda

Kazuo Kamei

Kohei Matsumoto

The present invention relates to novel benzaldehyde derivatives, specifically .alpha.-azolyl-2-substituted benzaldehyde oxime derivatives, their production, and fungicidal, herbicidal and growth regulating compositions containing them.

Benzaldehyde oxime derivatives, production and use thereof

A compound of the formula: ##STR1## wherein Q.sup.1 is CH or N; R is H or C.sub.1 -C.sub.5 alkyl; X is H, halogen, CF.sub.3, or NO.sub.2 ; Y is H or halogen; Z is --O-- or --NH--; A is ##STR2## wherein Q.sup.2, and Q.sup.3 are each CH or N; R.sup.1 and R.sup.2 are each H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, or C.sub.2 -C.sub.6 alkoxycarbonyl; R.sup.3, R.sup.4, and R.sup.5 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.6 is H, halogen, or C.sub.1 -C.sub.5 alkyl; R.sup.7, R.sup.8, R.sup.9, and R.sup.10 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.11 is H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.2 -C.sub.6 alkenyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.15 aryloxyalkyl, or C.sub.7 -C.sub.15 aralkyl; R.sup.12 and R.sup.13 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.14 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.5 -C.sub.10 aryl, or C.sub.7 -C.sub.15 aralkyl; or R.sup.13 and R.sup.14 taken together form C.sub.3 -C.sub.4 alkylene, V.sup.1 and V.sup.2 and are each H, halogen, NO.sub.2, CN, or CF.sub.3 ; V.sup.3 is halogen or CF.sub.3 ; W.sup.1 is --O-- or --NH--; W.sup.2 is --(CH.sub.2).sub.n -- wherein n is 0 or 1, or CO; X.sup.1 is halogen, or a salt thereof, which is effective as a herbicidal agent.

Herbicidally active phenoxyalkanecarboxylic acid derivatives

A heterocyclic oxy-phenoxyacetic acid derivative of the formula: ##STR1## , or its salt, which is useful as a herbicide.

Heterocyclic oxy-phenoxyacetic acid derivatives and their use as

A compound of the formula: ##STR1## wherein Q.sup.1 is CH or N; R is H or C.sub.1 -C.sub.5 alkyl; X is H, halogen, CF.sub.3, or NO.sub.2 ; Y is H or halogen; Z is --O-- or --NH--; A is ##STR2## wherein Q.sup.2, and Q.sup.3 are each CH or N; R.sup.1 and R.sup.2 are each H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, or C.sub.2 -C.sub.6 alkxoycarobnyl; R.sup.3, R.sup.4, and R.sup.5 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.6 is H, halogen, or C.sub.1 -C.sub.5 alkyl; R.sup.7, R.sup.8, R.sup.9, and R.sup.10 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.11 is H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.2 -C.sub.6 alkenyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.15 aryloxyalkyl, or C.sub.7 -C.sub.15 aralkyl; R.sup.12 and R.sup.13 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.14 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.5 -C.sub.10 aryl, or C.sub.7 -C.sub.15 aralkyl; or R.sup.13 and R.sup.14 taken together form C.sub.3 -C.sub.4 alkylene, V.sup.1 and V.sup.2 are each H, halogen, NO.sub.2, CN, or CF.sub.3 ; V.sup.3 is halogen or CF.sub.3 ; W.sup.1 is --O-- or --NH--; W.sup.2 is --(CH.sub.2).sub.n -- wherein n is 0 or 1, or CO; X.sup.1 is halogen, or a salt thereof, which is effective as a herbicidal agent.

A novel herbicidal compound of the formula: ##STR1## in which R is OH, C.sub.1 -C.sub.3 alkoxy or R.sup.3 -N-R.sup.4 ; R.sub.f is C.sub.1 -C.sub.3 perfluoroalkyl; R.sup.1 is hydrogen, C.sub.1 -C.sub.6 alkyl or optionally substituted phenyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.3 alkyl; n is an integer of 0 to 2; R.sup.3 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sup.4 is C.sub.1 -C.sub.6 alkyl, optionally substituted phenylalkyl where alkyl contains 1 to 3 carbons or optionally substituted phenyl; or R.sup.3 and R.sup.4 together with the nitrogen atom to which they are attached form a cyclic amino group; or a salt thereof. A process for preparing the compound (I) and a herbicide containing the compound (I) are also disclosed.

3-perfluoroalkyl-5-substituted-oxy-isoxazole derivatives, process for

A compound (I) of the formula: ##STR1## (wherein X and Y each is halogen) and herbicidal compositions containing the compound (I) are provided.

4,5,6,7-tetrahydro-2H-indazole derivatives and herbicides containing them

Novel triazine derivatives (I) and herbicides are provided. ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each is hydrogen, aliphatic hydrocarbon residue, lower alkoxy-(lower alkyl), cyano-(lower alkyl), or aryl-(lower alkyl); or (R.sup.1 and R.sup.2) or (R.sup.3 and R.sup.4) taken together form lower alkylene.

Growing community of inventors

Kusatsu, Japan

Kinya Ide