Syntheses of Some Tricyclic Heterocycles from 5,6-Diamino-1,3-dimethyluracil

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概要

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• 5-Amino-6-mercapto-1,3-dimethyluracil (2) was prepared by the treatment of 5,6-diamino-1,3-dimethyluracil (1) with liquid H_2S and pyridine in a sealed steel tube at 60℃ for 20 h. Thiazolo[5,4-d]pyrimidinediones 3a, b were obtained from 2 by cyclization with HCO_2H and AcOH.Under stringent conditions, however, 1 was converted into the 5,9-dihydrodipyrimido[4,5-b : 5', 4'-e][1,4]thiazine derivtive 4a.The structure of 4a was confirmed by spectral (nuclear magnetic resonance and mass spectra) data and by comparison with a sample which was prepared from 2 and 5-hydroxy-1,3-dimethyluracil.Benzylation of 4a gave 1,3,7,9-tetramethyl-5-benzyl (or p-bromobenzyl)-5,9-dihydrodipyrimido[4,5-b : 5', 4'-e][1,4]thiazine-2,4,6,8-(1H, 3H, 7H)-tetrone (4b, c) and 1,3,7,9-tetramethyl-5-benzyl (or p-bromobenzyl)-5,9-dihydropyrrolo[3,2-d : 4,5-d']dipyrimidine-2,4,6,8-(1H, 3H, 7H)-tetrone (6a, b).

• 社団法人日本薬学会の論文
• 1989-08-25

著者

• 水野 義久

  School Of Pharmaceutical Sciences Kitasato University

• 水野 義久

  北海道大学 薬

• 小倉 治夫

  School of Pharmaceutical Sciences, Kitasato University

• 小倉 治夫

  北里大学

• 小倉 治夫

  School Of Pharmaceutical Sciences Kitasato University

• 伊東 常男

  School of Pahrmaceutical Sciences, Kitasato University

• 石川 一郎

  School of Pahrmaceutical Sciences, Kitasato University

• 川原 徳夫

  Hokkaido Institute of Pharmaceutical Sciences

• 伊東 常男

  School Of Pharmaceutical Sciences Kitasato University

• 富井 保雄

  School of Pharmaceutical Sciences, Kitasato University

• 内藤 貴之

  School of Pharmaceutical Sciences, Kitasato University

• 山村 美奈子

  School of Pharmaceutical Sciences, Kitasato University

• 川原 徳夫

  北海道薬大

• 石川 一郎

  School Of Pharmaceutical Sciences Kitasato University

• 内藤 貴之

  School Of Pharmaceutical Sciences Kitasato University

• 富井 保雄

  School Of Pharmaceutical Sciences Kitasato University

• 山村 美奈子

  School Of Pharmaceutical Sciences Kitasato University

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