Kureha Kagaku Kogyo Kabushiki Kaisha

Kureha Kagaku Kogyo K.k.

Yoichi Kanda

Hideo Arabori

Hiroyasu Shinkawa

Takafumi Shida

Shiro Yamazaki

Tsutomu Sato

Keigo Satake

Katsumichi Aoki

Masato Arahira

Takeo Watanabe

Yoshikazu Kubota

Hisashi Kanno

Isao Ichinose

Koki Sato

Kazuhiko Sunagawa

Kazuo Yoshida

Takayoshi Eizuka

A herbicide containing as the active ingredient an N-(henylsulfonyl)picolinamide derivative represented by general formula (I) wherein X reprcsents a halogeno, a C alkyl, a C haloalkyl, a C alkoxy, a C haloalkoxy, a (C alkoxy)carbonyl, a &lsqb;di(C alkyl)amino&rsqb;sulfonyl, an &lsqb;N&mdash;(C alkyl)-N&mdash;(C alkoxy)amino&rsqb;sulfonyl, a (C alkylamino)sulfonyl, a C alkylthio, a C alkylsulfinyl, a C alkylsulfonyl, or nitro; n is an integer of 0 to 5; Y represets a halogeno, a C alkyl, a C haloalkyl, a C alkoxy, C haloalkoxy, a C alkylthio, a C haloalkylthio, amino, a C alkylamino, a di(C alkyl)amino, a (C alkoxy) C alkyl, a (C alkylthio) C alkyl, or nitro; and m is an integer of 0 to 4. This active ingredient is synthesized by condensing a substituted picolinic acid with a substituted benzenesulfonamide under dehydration, or by reacting the phenyl ester of a substituted picolinic acid with a substituted benzenesulfonamide in the presence of a basic compound.

N-(phenylsulfonyl)picolinamide derivatives, process for producing the same, and herbicide

An agricultural or horticultural fungicide containing 6-(unsubstituted or substituted) phenoxy picolinic acid represented by the general formula (I), as an effective ingredient.

6-(Nonsubstituted or substituted) phenoxy picolinic acids, process of preparing the same, and agricultural/horticultural germicides containing the same

6-phenoxy picolinic acid alkylidene hydrazide derivative, process for

An N-(substituted amino)imide derivative represented by the formula (I) is a novel compound which can be utilized as an effective ingredient of herbicidal compositions. ##STR1## wherein, R.sup.1 is hydrogen atom, C.sub.1 -C.sub.4 alkyl group, C.sub.7 -C.sub.9 aralkyl group, C.sub.1 -C.sub.4 haloalkyl group, (C.sub.1 -C.sub.4 alkyl)carbonyl group or (C.sub.1 -C.sub.4 alkyl)sulfonyl group;

N-(substituted amino)imide derivatives, preparation process thereof, and

This invention is to provide an N-(substituted amino)pyrrole derivative represented by the formula (I): which is used as an effective ingredient of herbicidal compositions: ##STR1## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is independently hydrogen atom halogen atom, C.sub.1 -C.sub.4 alkyl group, (C.sub.1 -C.sub.4 alkyl)carbonyl group, (C.sub.3 -C.sub.6 cycloalkyl)carbonyl group, (C.sub.1 -C.sub.4 haloalkyl)carbonyl group, (C.sub.3 -C.sub.5 alkenyl)carbonyl group, benzoyl group which may be substituted with 1-3 halogen atoms and/or C.sub.1 -C.sub.4 alkyl groups, N,N-[(di-C.sub.1 -C.sub.4 alkyl)amino]carbonyl group, (C.sub.1 -C.sub.4 alkoxy)carbonyl group, etc., X.sup.1 and X.sup.2 are independently hydrogen atom, halogen atom, C.sub.1 -C.sub.4 alkyl group, C.sub.1 -C.sub.4 alkoxy group, etc., and Z is nitrogen atom or CH.

N-(substituted amino) pyrrole derivatives preparation process thereof,

This invention is to provide an N-(substituted amino)pyrrole derivative represented by the formula (I): which is used as an effective ingredient of herbicidal compositions: ##STR1## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is independently hydrogen atom, halogen atom, C.sub.1 -C.sub.4 alkyl group, (C.sub.1 -C.sub.4 alkyl)carbonyl group, (C.sub.3 -C.sub.6 cycloalkyl) carbonyl group, (C.sub.1 -C.sub.4 haloalkyl)carbonyl group, (C.sub.3 -C.sub.5 alkenyl)carbonyl group, benzoyl group which may be substituted with 1-3 halogen atoms and/or C.sub.1 -C.sub.4 alkyl groups, N,N-[(di-C.sub.1 -C.sub.4 alkyl)amino]carbonyl group, (C.sub.1 -C.sub.4 alkoxy)carbonyl group, etc., X.sup.1 and X.sup.2 are independently hydrogen atom, halogen atom, C.sub.1 -C.sub.4 alkyl group, C.sub.1 -C.sub.4 alkoxy group, etc., and Z is nitrogen atom or CH.

N-(substituted amino)pyrrole derivatives, and herbicidal compositions

Phenyl (1,3,5-triazin-2-yl)carbamates of the formula (I): ##STR1## wherein R.sup.1 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, R.sup.2 and R.sup.3 are independently H, halogen atom, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 alkoxyalkyl or NR.sup.7 R.sup.8 (R.sup.7, R.sup.8 : H or C.sub.1 -C.sub.4 alkyl, independently), and R.sup.4, R.sup.5 and R.sup.6 are independently H, halogen atom, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, are prepared by reacting a 2-amino-1,3,5-triazine of the formula (II): ##STR2## with a diphenyl carbonate of the formula (III): ##STR3## in the presence of an alkali metal hydride in an acrotic polar solvent. An parotic polar solvent mixture of the phenyl (1,3,5-triazin-2-yl)carbamate of the formula (I) and an alkali metal phenoxide is also disclosed.

Process for the preparation of phenyl (1,3,5-triazin-2-yl)carbamates

Disclosed herein are the derivative of benzyl ether represented by the formula (I) ##STR1## which is useful as an intermediate compound of the derivatives of 1,5-diphenyl-1H-1,2,4- triazole-3-carboxamide represented by the formula (II), ##STR2## wherein R is a straight-chain alkyl group having 1 to 10 carbon atoms which is non-substituted or substituted with 1 to 19 fluorine atoms, a branched alkyl group having 3 to 10 carbon atoms which is non-substituted or substituted with 1 to 19 fluorine atoms, a cyclic alkyl group having 3 to 10 carbon atoms, an alkyl group having 1 to 3 carbon atoms which is substituted with an alicyclic structure having 3 to 7 carbon atoms, a phenyl group or an aralkyl group having 7 to 9 carbon atoms; X.sup.1 is a halogen or an alkyl group having 1 to 3 carbon atoms; X.sup.2 is a hydrogen, a halogen or an alkyl group having 1 to 3 carbon atoms; Y.sup.1 is a hydrogen or a fluorine; Y.sup.2 is a hydrogen or a fluorine; and Z is a nitro group or an amino group.

Benzylether derivatives

Disclosed herein is a derivative of 1,5-diphenyl-1H-1,2,4-triazole-3-carboxamide represented by the formula (I): ##STR1## wherein R is a straight-chain alkyl group having 1 to 10 carbon atoms which is non-substituted or substituted with 1 to 19 fluorine atoms, a branched alkyl group having 3 to 10 carbon atoms which is non-substituted or substituted with 1 to 19 fluorine atoms, a cyclic alkyl group having 3 to 10 carbon atoms, an alkyl group having 1 to 3 carbon atoms which is substituted with an alicyclic structure having 3 to 7 carbon atoms, a phenyl group or an aralkyl group having 7 to 9 carbon atoms; X.sup.1 is a halogen or an alkyl group having 1 to 3 carbon atoms; X.sup.2 is a hydrogen, a halogen or an alkyl group having 1 to 3 carbon atoms; Y.sup.1 is a hydrogen or a fluorine; and Y.sup.2 is a hydrogen or a fluorine, and the herbicidal compositions containing said derivatives as active ingredient therefor. The derivative of 1,5-diphenyl-1H-1,2,4-triazole-3-carboxamide represented by the formula (I) of the present invention is the compound having high herbicidal activity and also showing excellent selectivity for killing weeds alone without doing any serious harm to the crops such as rice, wheat and corn.

1,5-diphenyl-1H-1,2,4-triazole-3-carboxamide derivatives and herbicidal

Disclosed herein is a phenylhydrazone derivative of oxamide represented by the formula (I): ##STR1## wherein R.sup.1 is straight-chain alkyl group having 2 to 10 carbon atoms, branched alkyl group or cyclic alkyl group having 3 to 10 carbon atoms, alkyl group having 1 to 3 carbon atoms which is substituted with an alicyclic structure having 3 to 7 carbon atoms, phenyl group, halogen-substituted phenyl group, aralkyl group having 7 to 9 carbon atoms, alkenyl group having 3 to 6 carbon atoms, alkyl group having 2 to 4 carbon atoms which is substituted with alkoxy group having 1 to 4 carbon atoms, or alkyl group having 2 to 10 carbon atoms which is substituted with 1 to 19 fluorine atoms; and R.sup.2 is hydrogen, fluorine, chlorine, methyl group or methoxy group, and a herbicidal composition containing the derivative as active ingredient. The phenylhydrazone derivative of oxamide represented by the formula (I) of the present invention shows a high herbicidal activity and also have an excellent selectivity allowing killing of weeds alone without doing any practical harm to the crops such as rice, wheat and corn.

Phenylhydrazone derivative of oxamide and herbicidal composition

Disclosed herein are the derivatives of tetrahydrobenzothiazole represented by the general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom, a straight-chain alkyl group having 1 to 6 carbon atoms or branched-chain alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms or a phenyl group and R.sup.2 represents a chemical group selected from the group consisting of: ##STR2## wherein R.sup.3 represents a hydrogen atom, a methyl group or an acetyl group and R.sup.4 represents a hydrogen atom, a hydroxyl group, methoxy group or acetoxy group and herbicidal compositions containing at least one of the derivatives of tetrahydrobenzothiazole as an active ingredient.

Derivative of tetrahydrobenzothiazole and herbicidal composition

A compound of 1,5-disubstituted 1,2,4-triazole-3-carboxamide represented by the general formula; ##STR1## wherein R.sup.1 is alkyl of one to three carbon atoms, chloro, fluoro, iodo, trifluoromethyl or nitro, R.sup.2 is hydrogen, methyl or chloro, R.sup.3 is hydrogen or methyl is provided in the invention, which shows an excellent herbicidal activity.

1,5-Diphenyl derivative of 1,2,4-triazole-3-carboxamide and herbicide

Disclosed is a derivative of tetrahydrobenzothiazole represented by the general formula (I): ##STR1## wherein R.sup.1 represents one of the following groups: ##STR2## wherein R.sup.2 represents a hydrogen atom, methyl group, acetyl group, benzoyl group, phenoxycarbonyl group or 3-pyridylcarbonyl group and R.sup.3 represents a hydrogen atom, hydroxy group, methoxy group or acetoxy group, ##STR3## and a herbicidal composition comprising as active ingredient at least one of the derivatives of tetrahydrobenzothiazole.

Growing community of inventors

Iwaki, Japan

Yoichi Kanda