Ishihara Sangyo Kaisha, Ltd.

Hisayoshi Jonishi

Shigeo Murai

Takao Awazu

Tokiya Kimura

Norio Adachi

Akihiko Isogai

Fumihiro Fukui

Hiroshi Yoshizawa

Takahiro Haga

Yasuhiro Tsujii

Fumio Kanamori

Tadashi Nakamura

Takeshi Ohshima

Shigehisa Kanbayashi

Tatsuo Isogai

Takayoshi Ando

Hideaki Konishi

Tomohiro Okamoto

Hiroshi Sasaki

Katsuyoshi Murakami

Toshihiro Tanaka

Tatsuya Jukurogi

Noriyuki Horiuchi

Ryoji Koto

Tooru Wakabayashi

Akimasa Takenaka

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 process for producing 1-substituted-2-cyanoimidazole compounds is described, which comprises (1) undergoing a reaction of a compound represented by formula (IV), hydroxylamine or a mineral acid salt thereof, and glyoxal or glyoxime to produce a compound represented by formula (III), (2) undergoing a reaction of the compound represented by formula (III) with thionyl chloride or thionyl bromide in the presence of N,N-dialkylamide to produce a reaction mixture, and then reacting the produced reaction mixture with sulfur chloride to produce a 2-cyanoimidazole compound represented by formula (II), and (3) undergoing a sulfamoylation reaction and an isomerization reaction of the 2-cyanoimidazole compound represented by formula (II) and a compound represented by formula (V) in the presence of at least one base selected from carbonates of alkali metals and bicarbonates of alkali metals and a polar solvent to produce a 1-substituted-2-cyanoimidazole compound represented by formula (I-b). The formulae and substituents formulae are specifically defined in the specification. ##STR1##

Processes for producing 1-substituted-2-cyanoimidazole compounds

An aminocarbonyl-substituted pyridinesulfinic acid intermediate for production of an herbicide having formula (V): ##STR1## wherein R.sub.3 and R.sub.4 are selected from the group consisting of hydrogen and alkyl groups, or a salt thereof. The aminocarbonyl-substituted pyridinesulfinic acid or salt thereof is useful as the precursor of aminosulfonyl-substituted pyridinecarbonic acid amide, which in turn is useful as the starting material for agricultural chemicals, medicine, etc.

Mercapto-substituted pyridine compounds, aminocarbonyl-substituted

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Shiga, Japan

Hisayoshi Jonishi