Synthesis of Imidazo [4,5-e]-as-triazine (6-Azapurine) Derivatives
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概要
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6-Benzylidenehydrazino-3-methyluracils were treated with sodium nitrite in acetic acid to give the corresponding 5-nitrosouracils. Dehydrative cyclization of the 5-nitrosouracils with acetic anhydride afforded 6-substituted 3-methyl-7-azalumazines, ethylation of which gave 6-substituted 1-ethyl-3-methyl-7-azalumazines. Treatment of these 7-azalumazines thus obtained and 6-substituted 1,3-dimethyl-7-azalumazines with alcoholic sodium hydroxide caused a benzilic acid type rearrangement followed by decarboxylation and oxidation by air to give the respective 5H-imidazo [4,5-e]-as-triazine-6 (7H)-ones (6-azapurines). Prolonged hydrolysis of 3-substituted 7-ethyl-5-methyl-5H-imidazo [4,5-e]-as-triazine-6 (7H)-ones with alcoholic sodium hydroxide caused the ring cleavage to give 3-substituted 6-ethylamino-5-methylamino-as-triazines, which were fused with benzamidine hydrochloride to give rise to 3-substituted 7-ethyl-6-phenylimidazo [4,5-e]-as-triazines.
- 公益社団法人日本薬学会の論文
- 1978-10-25
著者
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野田 みつ恵
Faculty Of Pharmaceutical Sciences Kumamoto University
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新田 義博
Shizuoka College Of Pharmacy
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野口 みつ子
Faculty of Pharmaceutical Sciences, Kumamoto University
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野口 みつ子
Faculty Of Pharmaceutical Sciences Kumamoto University
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