Reaction of Spiro[piperidine-4,2'-(1', 2', 3', 4'-tetrahydroquinazolin)]-4'-ones with Acid Anhydrides

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概要

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• Acylation of spiro[piperidine-4,2'-(1', 2', 3', 4'-tetrahydroquinazolin)]-4'-ones (1d, 4,6,and 7) was attempted. In all cases, the resulting products were not the corresponding acyl derivatives but two types of products (2 or 3 and 5). Heating 1d, the derivative having hydrogen atoms on the N_<(1)> and N_<(3)>-positions of spiro[piperidine-4,2'-(1', 2', 3', 4'-tetrahydroquinazolin)]-4'-ones with acetic anhydride or benzoic anhydride gave 1-(1-benzyl-1,2,5,6-tetrahydro-4-pyridyl)-2-methyl-1,4-dihydroquinazolin-4-one (2) or 1-(1-benzyl-1,2,5,6-tetrahydro-4-pyridyl)-2-methyl-1,4-dihydroquinazolin-4-one (3), respectively. On the other hand, heating 4,the N_<(1)>-substituted derivative of 1d, with acetic anhydride gave 2-benzyl-5-methyl-1,2,3,4,5,10-hexahydro-benzo[b]-1,6-naphthyridin-10-one (5). The N_<(3)>-substituted derivatives (6 and 7) of 1d did not react with acetic anhydride.

• 公益社団法人日本薬学会の論文
• 1980-09-25

著者

• 竹内 靖雄

  Faculty of Pharmaceutical Sciences, Okayama University

• 堀内 次郎

  Faculty of Pharmaceutical Sciences, Okayama University

• 大和 正利

  Faculty Of Pharmaceutical Sciences Okayama University

• 竹内 靖夫

  Faculty Of Pharmaceutical Sciences Okayama University:cancer Chemotherapy Center

• 堀内 次郎

  Central Research Institute Mect Corporation

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