Nissan Chemical Industries Limited

Daicel Chemical Industries, Ltd.

Hiroo Matsumoto

Kiyotomo Seto

Ryozo Sakoda

Yoshimasa Kamikawaji

Takanori Shimizu

Takashi Horiuchi

Kazuhiko Ohrai

Yukinori Masuda

Yasutaka Takada

Keizo Tanikawa

Yoshio Ohara

Nobutomo Tsuruzoe

Takashi Matsumoto

Masami Yasukawa

Syuji Morikiyo

Hitoshi Nakabeppu

Minako Kamikawaji

Yuji Yoshimura

Toru Yamashita

Kazutaka Arai

Hirokazu Ikeda

Tatsushi Murakami

Sakuya Tanaka

Yasuhiro Takahashi

Michiaki Adachi

Osamu Yamada

Keisuke Ohdoi

Kyoko Nakayama

Hiroyasu Kanda

Syuuzi Tsuchiya

Sachiko Matsumoto

Akihiro Yoshida

A process for producing a high purity 3,5-dihydroxy6-heptenoic acid derivative by controlling the content of impurities such as denatured substances, is provided. When a 3,5-dihydroxy-6-heptenoic acid derivative is produced by a process which comprises a step of contacting the 3,5-dihydroxy-6-heptenoic acid derivative of the formula (1) wherein R is a Calkyl group, with a Clower alcohol-containing solvent, an alcohol containing solvent having its content of an oxidizing substance lowered, is used to at most 0.05 molar equivalent to a 3,5-dihydroxy-6-heptenoic acid derivative, to suppress impurities contained in the 3,5-dihydroxy-6heptenoic acid derivative. 

Process for producing high purity 3,5-dihydroxy-6-heptenoic acid derivative

There is provided a method for producing aminobenzopyran compound, which results in little wastes, has no influence on reactors and necessitates a simple work-up procedure. Concretely, it is a method for producing aminobenzopyran compound of formula (2) characterized by reducing a nitro group on 2,2-dimethyl 2H-1-benzopyran compound of formula (1) with hydrazine in the presence of a metal catalyst.

Process for producing aminobenzopyran compound

A method for producing an alkyl (3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxy-6-heptenoate of the formula (1) (wherein R is a Calkyl group), which is an intermediate for a cholesterol-reducing agent (a HMG-CoA reductase inhibitor), etc. A solution containing a compound of the formula (1) is subjected to liquid chromatography treatment using silica gel as the packing material, to separate its epimers contained therein. 

Method for producing a 3,5-dihydroxy-6-heptenoate

A process for producing 2-cyclopropyl-4-(4-fluorophenyl)-quinoline-3-carbaldehyde important as intermediate for the synthesis of pharmaceuticals, efficiently from an unnecessary antipode, is provided. A process for producing 2-cyclopropyl-4-(4-fluorophenyl)-quinoline-3-carbaldehyde represented by the formula (III): which comprises treating a compound represented by the formula (I) or (II): (wherein A is &#x2014;CHOH or &#x2014;C(O)&#x2014;, and R is a hydrogen atom, a Calkyl group which may be branched, a phenyl group, an alkali metal ion or an alkaline earth metal ion) with ozone, followed by reduction with an inorganic sulfur compound or by hydrogenation for reduction decomposition.

Process for preparation of a quinolinecarbaldehyde

There is provided a process for producing an acetylene compound useful as an intermediate of pharmaceuticals, from 4-nitrofluorobenzene, in industrially and economically advantageous manner. Concretely, it is a method for producing an acetylene compound of formula (3)characterized by reacting 4-nitrofluorobenzene of formula (1)with an alkoxide of 2-methyl-3-butyn-2-ol of formula (2)at &#x2212;20 to 10&#xb0; C.

Process for producing acetylene compound

A process for producing 2-cyclopropyl-4-(4-fluorophenyl)-quinoline-3-carbaldehyde, which entails oxidizing 2-cyclopropyl-4-(4-fluorophenyl)-3-hydroxymethylquinoline with a salt of a hypohalogenous acid in the presence of a quaternary ammonium salt.

Process for producing quinolinecarbaldehyde

A process for the preparation of an alcohol compound (1), characterized by subjecting p-iodochlorobenzene to Pd coupling with allyl alcohol in the presence of tetramethylammonium chloride, followed by reduction, and a process for the preparation of a compound (2), characterized by brominating the alcohol compound (1) obtainable by said process:

Process for the preparation of (p-chlorophenyl)propanol derivatives

A 2-aminobenzophenone represented by formula (2) is obtained by heating an arylsulfonamide represented by formula (1) in the presence of aluminum chloride.

Process for producing 2-aminobenzophenone compound

The present invention relates to a 3/2-hydrochloride of 4-chloro-5-&lsqb;3-(4-benzylpiperazin-1-yl) carbonylmethoxy-4-methoxybenzylamino&rsqb;-3(2H)-pyridazinone, and also relates to a method for producing the 3/2-hydrochloride of 4-chloro-5-&lsqb;3-(4-benzylpiperazin-1-yl)carbonylmethoxy-4-methoxy-4-methoxybenzylamino&rsqb;-3(2H)-pyridazinone which comprises crystallizing in an alcohol type solvent or an alcohol type-ester type mixture solvent in the presence of hydrogen chloride and water.

Pyridazinone hydrochloride compound and method for producing the same

Process for preparing optically active mevalonolactone compounds

Medicines for cardiac insufficiency

Pyridazinone derivatives represented by the formula (I) and antiplatelet agents containing them: ##STR1## �wherein R is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, X is a hydrogen atom, a chlorine atom or a bromine atom, Ar is a pyridyl group or a phenyl group substituted with OR.sup.1 (wherein R.sup.1 is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group) and A {wherein A is a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group or OR.sup.2 (wherein R.sup.2 is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group)}, Y is C.sub.1 -C.sub.8 alkylene wherein one carbon atom on the straight chain is substituted with one OR.sup.1 group (wherein R.sup.1 is the same as defined above), and Z.sup.1 and Z.sup.2 are independently a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group or a OR.sup.1 group (wherein R.sup.1 is the same as defined above)!. These compounds have strong antiplatelet effects, are excellently safe, and can be used as active ingredients of prophylactic and therapeutic drugs for various thrombotic diseases.

Pyridazinone derivatives

A process for the optical resolution of a pyranobenzoxadiazole compound represented by the formula [(.+-.)I]: ##STR1## which comprises reacting the compound [(.+-.)I] with an optically active carboxylic acid represented by the formula [II]: ##STR2## and separating the diastereomeric salt thus formed is disclosed.

Process for the optical resolution of pyranobenzoxadiazole compounds

A compound of the formula (I): ##STR1## wherein X.sup.1 and X.sup.2 do not exist or represent oxygen atom; A represents OH or acyloxy group having 1 to 4 carbon atoms; B represents hydrogen atom; A and B together represent a bond; R.sup.1 and R.sup.2 represent hydrogen atom or alkyl group having 1 to 4 carbon atoms, or R.sup.1 and R.sup.2 together represent 1,2-ethylene, 1,3-propylene, 1,4-butylene or 1,5-pentylene, and these alkylene groups may be substituted by alkyl group having 1 to 4 carbon atoms; R.sup.3 represents amido group of the formula: ##STR2## wherein n, R.sup.4, R.sup.5, R.sup.6, R.sup.7. R.sup.8. R.sup.9, R.sup.10 and R.sup.11 represent specific groups, and the pharmacological acceptable salts of the compounds which can form salts have strong activity for lowering blood pressure, and process therefor and pharmaceutical use of the compounds.

Pyranobenzoxadiazole derivatives

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Chiba, Japan

Hiroo Matsumoto