Nihon Nohyaku Co., Ltd.

Moriharu Yamamoto

Keiji Suto

Masaaki Kudo

Kuniaki Taninaka

Kazuhiro Takagi

Mitsuru Kajioka

Kunihiro Yabutani

Hisanori Matsui

Keiji Sutoh

Koji Nakasa

A process for producing a carboxylic acid ester, which comprises reacting an organic chloride having at least one chlorine atom on its ring of a substituted or unsubstituted, aromatic or heterocyclic hydrocarbon with carbon monoxide and an amine or an alcohol in the presence of a base by using as catalysts a palladium compound and a phosphine compound represented by the general formula (V):

Process for producing carboxylic acid esters

A process for producing a carboxylic acid which comprises reacting an organic chloride having at least one chloride atom on its ring of a substituted or unsubstituted, aromatic or heterocyclic hydrocarbon with carbon monoxide in the presence of an inorganic base or an organic base and water at a reaction temperature of 150.degree. to 300.degree. C., and preferably 160.degree. to 300.degree. C., by using as catalysts a palladium compound and a phosphine compound represented by the general formula (III):

Process for producing carboxylic acids

A process for producing a carboxylic acid amide or ester, which comprises reacting an organic chloride having at least one chlorine atom on its ring of a substituted or unsubstituted, aromatic or heterocyclic hydrocarbon with carbon monoxide and an amine or an alcohol in the presence of a base by using as catalysts a palladium compound and a phosphine compound represented by the general formula (V):

Process for producing carboxylic acid amides

A process for producing 1,2,4-triazolin-5-one derivatives represented by the general formula (I) ##STR1## wherein R is a haloalkyl group of 1 to 5 carbon atoms and R.sup.1 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an alkyl group of 1 to 6 carbon atoms having halogen atom substituents, a cycloalkyl group of 3 to 6 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms having halogen atom substituents, a cyanoalkyl group of 2 to 4 carbon atoms, an alkenyl group of w to 6 carbon atoms, an alkynyl group of 2 to 6 carbon atoms, a lower alkoxyalkyl group of 2 to 6 carbon atoms, a lower alkylthioalkyl group of 2 to 8 carbon atoms, a lower alkylsufinylalkyl group of 2 to 6 carbon atoms, a lower alkylsufonylalkyl group of 2 to 6 carbon atoms, a lower alkoxyalkoxyalkyl group of 3 to 8 carbon atoms, a hydroxycarbonylalkyl group of 2 to 3 carbon atoms, a lower alkoxycarbonylalkyl group of 3 to 6 carbon atoms, a benzylgroup, a benzyl group having 1 to 2 substituents (selected from a halogen atom, a lower alkyl group of 1 to 3 carbon atoms, a lower alkoxy group of 1 to 3 carbon atoms, a nitro group, a lower alkoxycarbonyl group of 2 to 4 carbon atoms, a hydroxycarbonyl group and a phenoxy group), an alpha-methylbenzyl group or a phenethyl group.

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Kobe, Japan

Moriharu Yamamoto