Studies on Diazepines. XX. Acylations of 1H-1,2-Thienodiazepines and 1H-1,2-Benzodiazepines

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概要

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• Treatment of the N-unsubstituted 3-methyl-1H-1,2-thieno[2,3-c]diazepine (3) with ethyl chloroformate, acetyl chloride, or benzoyl chloride in benzene resulted in ring-conversion to give the corresponding 3-acyl-3H-1,3-thieno[2,3-d]diazepines (4), whereas similar treatment of the N-substituted thieno[2,3-c]diazepine (6) gave the exo-methylene compound (7) and treatment of the fully unsubstituted thieno[2,3-c]diazepine (8) gave the thieno[2,3-b]pyridine derivatives (9) and (10). On the other hand, the N-unsubstituted 3-methyl-1H-1,2-benzo[c]diazepines (16), upon treatment with ethyl chloroformate in benzene, gave the exo-methylene compounds (17), and in the case of the diazepines (16b, c) having an electron-donating group in the 7-position, the 3-acyl-3H-1,3-benzo[d]diazepines (19) were also formed. The mechanisms of these acylations are discussed.

• 公益社団法人日本薬学会の論文
• 1983-10-25

著者

• 円角 美智子

  School of Pharmacy, Hokuriku University

• 栗田 城治

  School of Pharmacy, Hokuriku University

• 栗田 城治

  Faculty of Pharmaceutical Sciences, Hokuriku University

• 土屋 隆

  Faculty Of Pharmaceutical Sciences Hokuriku University

• 栗田 城治

  Faculty Of Pharmaceutical Sciences Hokuriku University

• 円角 美智子

  School Of Pharmacy Hokuriku University

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