Purines. VIII. : Reactions of 1-Benzoyl-1,6-dihydro-9-phenyl-9H-purine-6-carbonitrile (9-Phenylpurine Reissert Compound) with Acid, Bases, and Electrophiles

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概要

• 論文の詳細を見る

• 1-Benzoyl-1,6-dihydro-9-phenyl-9H-purine-6-carbonitrile(1,9-phenylpurine Reissert compound) was hydrolyzed in an acid medium to give the ring fission product of the pyrimidine ring (3,4). Alkaline hydrolysis of 1 gave 9-phenyl-9H-purine (2) and benzoic acid (5). The anion of 1 generated from 1 and sodium hydride in tetrahydrofuran underwent aromatization, resulting in the formation of 9-phenyl-9H-purine-6-carbonitrile (6) together with 2. The reaction of 1 with aromatic aldehydes in the presence of sodium hydride proceeded to give the 6-purinylmethyl benzoates (8a-c), together with 2 and 9. On the other hand, the reaction of 1 with 2,4-dinitrochlorobenzene in the presence of sodium hydride failed to give the corresponding 6-arylpurine, and the aromatization product 6 was obtained.

• 社団法人日本薬学会の論文
• 1989-01-25

著者

• 東野 武郎

  School Of Pharmaceutical Sciences University Of Shizuoka

• 丹治 健一

  School of Pharmaceutical Sciences, University of Shizuoka

• 大石 悦男

  Division Of Environmental Health Sciences Graduate School Of Nutritional & Environmental Science

• 大石 悦男

  Laboratory Of Organic Chemistry Graduate School Of Nutritional And Environmental Sciences University

• 宮下 晶

  School of Pharmaceutical Sciences, University of Shizuoka

• 大石 悦男

  School of Pharmaceutical Sciences, University of Shizuoka

• 佐藤 進

  Central Research Laboratories, S S Pharmaceutical Co., Ltd.,

• 宮下 晶

  School Of Pharmaceutical Sciences University Of Shizuoka

• 佐藤 進

  Department Of Pharmacology Pharmaceutical Institute Tohoku University

• 丹治 健一

  School Of Food & Nutritional Sciences University Of Shizuoka

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