Ishihara Sangyo Kaisha, Ltd.

Norio Adachi

Takayoshi Ando

Akihiko Isogai

Hiroshi Yoshizawa

Shigeo Murai

Tadashi Nakamura

Takeshi Ohshima

Hisayoshi Jonishi

Katsuyoshi Murakami

Takao Awazu

Tomohiro Okamoto

Hideaki Konishi

Fumihiro Fukui

Tatsuya Jukurogi

Ryoji Koto

Akihiro Isogai

To provide an industrial method for producing a substituted benzoic acid compound useful as an intermediate of pharmaceutical and agricultural chemicals with high purity and high yield. A compound represented by the formula (II): (wherein Q is a 5- or 6-membered saturated heterocyclic group (the heterocyclic group may be substituted by alkyl) containing one or two of at least one type of hetero atom selected from the group consisting of an oxygen atom and a sulfur atom, or dialkoxymethyl, T is trifluoromethyl, nitro, cyano, &#x2014;SOA, &#x2014;SOA, &#x2014;PO(OA)(OA), &#x2014;COA, &#x2014;COAor &#x2014;CONAA, each of Aand Awhich are independent of each other, is a hydrogen atom, alkyl or haloalkyl, X is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, di(haloalkyl)aminosulfonyl, nitro or cyano, Y is a chlorine atom, a bromine atom or an iodine atom, and n is an integer of from 1 to 6), carbon monoxide and a compound represented by the formula R&#x2014;OH (wherein R is alkyl) are reacted, followed by hydrolysis to obtain a compound represented by the formula (I): wherein Q, T, X and n are as defined above.

Method for producing a substituted benzoic acid compound

To provide a method for producing pyrimidine compound useful as an intermediate for agricultural chemicals or pharmaceuticals, which is simple in operation, presents high yield and produces only a small amount of by-products. The method comprises reacting a compound represented by the formula (I) with a compound represented by the formula (II) in the presence of a pyridine compound to produce a compound represented by the formula (III), a compound represented by the formula (IV) or their mixture. 

Method for producing pyrimidine compound

A method for producing 3-methyl-2-thiophenecarboxylic acid is provided. A method for producing 3-methyl-2-thiophenecarboxylic acid, which comprises reacting a compound represented by the formula (I): (wherein X is a chlorine atom or a bromine atom) with magnesium in the presence of an alkyl halide to give a Grignard reagent represented by the formula (II): (wherein X is the same as defined above), reacting the Grignard reagent of the formula (II) with carbon dioxide, and acidifying the reaction product.

Method for producing 3-methyl-2-thiophenecarboxylic acid

Because fluazinam is excellent as an active ingredient of pesticides and highly useful, it is desired to produce it efficiently in a proper form with simple operations at low cost in an environmentally friendly manner. The desired product is obtained in good yields with simple operations by using industrially advantageous reaction systems by a process comprising (1) a step of reacting ACTF and DCDNBTF in the presence of an alkali component, a solvent selected from the group consisting of ketones, nitriles, ethers and esters and a sufficient amount of water to substantially dissolve the alkali component, (2) a step of neutralizing or acidifying the reaction mixture with an acid and (3) a step of removing the solvent by distillation from the mixture containing fluazinam as the reaction product and the reaction solvent to precipitate crystals the product.

Process for producing toluidine compound

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Kusatsu, Japan

Norio Adachi