Sumitomo Chemical Company, Limited

Nitto Kasei Co., Ltd.

Katsuzo Kamoshita

Ryo Yoshida

Shunichi Hashimoto

Eiki Nagano

Hiroshi Matsumoto

Junya Takahashi

Toshiro Kato

Hiroshi Noguchi

Seizo Sumida

Ichiki Takemoto

Shigeo Yamamoto

Yukio Oguri

Takashi Matsuo

Shigeyoshi Kitamura

Akihiko Mine

Hiromichi Oshio

Yukio Ishiguri

Haruhiko Katoh

Hirofumi Oshita

Yoshiaki Kosuge

Soji Otsuki

Kazuhiko Sakamoto

Eiyoshi Itooka

Isamu Nakayama

Hideo Mototani

Toshiharu Nakatsuji

Shunich Hashimoto

A compound of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom and R is a C.sub.1 -C.sub.8 alkyl group except isopropyl, which is useful as a herbicide.

Tetrahydrophthalimides, and their production and use as herbicides

A compound of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom, which is useful as a herbicide.

Alkoxy-nitrobenzene and alkoxy-aminobenzene compounds useful in the

Tetrahydrophthalimides, and their production and use

A tetrahydrophthalimide compound of the formula: ##STR1## wherein R is methyl or n-pentyl, which is useful as a post emergent herbicide for soybean field.

Tetrahydrophthalimide compounds, and their production and use

A tetrahydrophthalimide compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, alkyl, lower cycloalkyl, lower alkyl (lower)cycloalkyl, lower cycloalkyl(lower)alkyl, lower alkoxy(lower)alkyl, lower alkenyl, lower cycloalkenyl, lower cycloalkenyl (lower)alkyl, phenyl, cyano(lower)alkyl, lower alkynyl, lower alkylideneamino, lower alkylthio(lower)alkyl, benzyl, halo(lower)alkyl or lower cycloalkylideneamino, R.sub.2 is hydrogen, lower alkyl or lower alkoxy, X is chlorine or bromine, Y is oxygen or imino and Z is oxygen or sulfur, which is useful as a herbicide.

Tetrahydropthalimide compounds, and their production and use as

A compound of the formula: ##STR1## wherein R is NH.sub.2 or NO.sub.2, and X is chlorine or bromine, is disclosed. These compounds are useful as intermediates in the production of herbicidal tetrahydrophthalimides of the formula: ##STR2## wherein R' is a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 alkynyl group, and X is as defined above.

A tetrahydrophthalimide compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, alkyl, lower cycloalkyl, lower alkyl(lower)cycloalkyl, lower cycloalkyl(lower)alkyl, lower alkoxy(lower)alkyl, lower alkenyl, lower cycloalkenyl, lower cycloalkenyl(lower)alkyl, phenyl, cyano(lower)alkyl, lower alkynyl, lower alkylideneamino, lower alkylthio(lower)alkyl, benzyl, halo(lower)alkyl or lower cycloalkylideneamino, R.sub.2 is hydrogen, lower alkyl or lower alkoxy, X is chlorine or bromine, Y is oxygen or imino and Z is oxygen or sulfur. The tetrahydrophthalimide compound is useful as a herbicide.

N-(substituted phenyl)-tetrahydrophthalimide compounds, and their

3-Amino-4-fluoro-6-halophenylthioacetic acids of the formula: ##STR1## and 5-substituted acetanilides of the formula: ##STR2## which are intermediary compounds for the synthesis of herbicidally effective 2-substituted phenyl-4,5,6,7-tetrahydro-2H-isoindole-1,3-diones of the formula: ##STR3## through the corresponding acid of the formula: ##STR4## (wherein X is a chlorine atom or a bromine atom, R is a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.7 cycloalkyl group, a C.sub.3 -C.sub.6 alkenyl group, a C.sub.3 -C.sub.6 alkynyl group, a C.sub.2 -C.sub.6 haloalkyl group, a C.sub.1 -C.sub.4 alkoxy(C.sub.1 -C.sub.4)alkyl group, a C.sub.1 -C.sub.6 alkoxycarbonyl(C.sub.1 -C.sub.3)alkyl group or a phenyl group and Z is --NO.sub.2, --NH.sub.2, --SCH.sub.2 COOH, --SO.sub.2 Cl, --SO.sub.3 H or --SH).

2-substituted phenyl-4,5,6,7-tetrahydro-2H-isoindole-1,3-diones, and

A tetrahydrophthalimide compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, alkyl, lower cycloalkyl, lower alkyl(lower)cycloalkyl, lower cycloalkyl(lower)alkyl, lower alkoxy(lower)alkyl, lower alkenyl, lower cycloalkenyl, lower cycloalkenyl(lower)alkyl, phenyl, cyano(lower)alkyl, lower alkynyl, lower alkylideneamino, lower alkylthio(lower)alkyl, benzyl, halo(lower)alkyl or lower cycloalkylideneamino, R.sub.2 is hydrogen, lower alkyl or lower alkoxy, X is chlorine or bromine, Y is oxygen or imino and Z is oxygen or sulfur, which is useful as a herbicide.

N-substituted phenyl tetrahydrophthalimide compounds, and their

A compound of the formula: ##STR1## useful as a fungicidal agent against phytopathogenic fungi, particularly their strains resistant to benzimidazole, thiophanate and/or cyclic imide fungicides.

Fungicidal aniline derivatives

A compound of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom and R is a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 alkynyl group, which is useful as a herbicide.

Tetrahydrophthalimides and their production and use as herbicides

A fungicidal composition which comprises as an active ingredient a compound of the formula: ##STR1## wherein X is a halogen atom, a C.sub.1 -C.sub.3 alkyl group or a C.sub.1 -C.sub.3 alkoxy group, and an inert carrier or diluent.

Fungicidal composition employing nitrobenzene derivatives

A compound of the formula: ##STR1## useful as a fungicidal agent against phytopathogenic fungi, particularly their strains resistant to benzimidazole, thiophanate and/or dicarboximide fungicides.

Fungicidal carbamates and thiolcarbamates

3-Amino-4-fluoro-6-halophenylthioacetic acids of the formula: ##STR1## and 5-substituted acetanilides of the formula: ##STR2## , which are intermediary compounds for the synthesis of herbicidally effective 2-substituted phenyl-4,5,6,7-tetrahydro-2H-isoindole-1,3-diones of the formula: ##STR3## through the corresponding acid of the formula: ##STR4## (wherein X is a chlorine atom or a bromine atom, R is a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.7 cycloalkyl group, a C.sub.3 -C.sub.6 alkenyl group, a C.sub.3 -C.sub.6 alkynyl group, a C.sub.2 -C.sub.6 haloalkyl group, a C.sub.1 -C.sub.4 alkoxy(C.sub.1 -C.sub.4)alkyl group, a C.sub.1 -C.sub.6 alkoxycarbonyl(C.sub.1 -C.sub.3)alkyl group or a phenyl group and Z is --NO.sub.2, --NH.sub.2, --SCH.sub.2 COOH, --SO.sub.2 Cl, --SO.sub.3 H or --SH).

2-substituted phenyl-4,5,6,7,-tetrahydro-2H-indole-1,3,-diones, and

Use of an N-phenylcarbamate of the formula: ##STR1## as a fungicidal agent against phytopathogenic fungi, particularly strains which are resistant to benzimidazole thiophanate fungicides and/or cyclic imide fungicides.

Growing community of inventors

Osaka, Japan

Katsuzo Kamoshita