Sumitomo Chemical Company, Limited

Ono Pharmaceutical Co., Ltd.

Yasunobu Miyamoto

Toshiya Takahashi

Masayoshi Minai

Masahiko Mizuno

Norihiko Hirata

Hideki Ushio

Tsutomu Matsumoto

Susumu Ohtsuka

Hiroaki Fujishima

Hiroaki Hibino

Itsuo Okumoto

Takayuki Higashii

Isao Kurimoto

Tomoyasu Yoshida

Tadashi Mizuno

Yujiro Kiyoshima

Toshitsugi Uemura

Mamoru Shirahata

Takahiro Yamamoto

Takayuk Higashii

A process for producing a dicarboxylic acid compound represented by the formula (4): wherein Rand Rare the same or different and each represents lower alkyl and the wavy line indicates that this compound is the E- or Z-isomer or a mixture of them, characterized by reacting a compound represented by the formula (2): wherein R, Rand the wavy line have the same meanings as the above, and one of Xand Xrepresents hydrogen and the other represents halogen, with nitrophenol represented by the formula (3): in the presence of a base; a process for producing a nitrochromone compound represented by the formula (5): wherein Rhas the same meaning as the above, characterized by reacting the dicarboxylic acid compound or carboxylic acid thereof with an acid; a process for producing an aminochromone compound which comprises reducing the nitrochromone compound; and a process for producing an amidochromone compound which comprises acylating the aminochromone compound are provided.

Process for producing chromone compound

There is provided an industrially advantageous process for producing a 1-chloro-4-arylbutane represented by the general formula (2):wherein R represents hydrogen, lower alkyl, or lower alkoxy, characterized by reacting 1-bromo-3-chloropropane with a compound represented by the general formula (1):wherein R is as defined above; and X represents chlorine, bromine, or iodine, in a solvent.

Process for producing 1-chloro-4-arylbutane

Process for producing hexahydrothieno (3,4-D)immidazole-2,4-diones

There is disclosed a process for producing hexahydro-2-oxo-1H-thieno&lsqb;3,4-d&rsqb;imidazole-4-pentanoic acid of the formula (2):

Method for producing hexahydro-2-OXO-1H-thieno&lsqb;3,4-D&rsqb;imidazole-4-pentanoic acid

There is disclosed a novel polyene alcohol derivative of the formula [I]: ##STR1## wherein, R represents a hydrogen atom or a protective group for a hydroxy group, and

Polyene alcohol derivative and process for producing the same

A 1-bromoalkylbenzene derivative is prepared by reacting a phenylalkene derivative with hydrogen bromide in the presence of a non-polar solvent. The phenylalkene derivative is prepared by reacting an alkenyl halide with metal magnesium to form a Grignard reagent, and then reacting the Grignard reagent with a benzyl halide derivative. An allyl Grignard reagent is prepared by reacting continuously an allyl halide derivative with metal magnesium in an organic solvent, in which the allyl halide derivative and metal magnesium are continuously added to the reaction system and the allyl Grignard reagent formed is continuously removed from the reaction system. The processes provide the intended compounds in high yields, high selectivities and high purities.

Process for preparing 1-bromoalkylbenzene derivatives and intermediates

An imidazole derivative of the general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 are each a hydrogen atom or an alkyl, aryl, acyl or aralkyl group, X and Y are each an oxygen or sulfur atom, and Z is a substituted alkyl group is prepared by reducing a thienoimidazole carboxylic acid of the general formula (2): ##STR2## in an alcoholic solvent using a palladium catalyst, adding an adsorbent and an ion exchange resin, chelate resin or polymeric flocculating agent to the reaction mixture, and removing the spent catalyst from the reaction mixture.

Process for preparing imidazole derivative

A process for producing 1-hydroxythienoimidazole carboxylic acid represented by formula (2): ##STR1## wherein R.sup.1 and R.sup.2 are as defined in the specification; wherein said process comprises the steps of:

Process for producing 1-hydroxythienoimidazole carboxylic acid and

A process for producing a thiophene derivative represented by a general formula (2) involves catalytically reducing a compound represnted by the general formula (1) with hydrogen in a solvent mixture of at least one of alcohol and water in the presence of a palladium catalyst soluble in organic solvents. A thiophene derivative is useful in preparing biotin (Vitamin H).

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Osaka, Japan

Yasunobu Miyamoto