書誌事項
- タイトル別名
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- Synthesis of Pyrimidine and Purine Bases. I
- マロン酸エステルからアデニンの合成 その1
- Synthesis of Adenine from Malonic Ester. (1)
抄録
The new process for synthesis of adenine from malonic ester has been investigated. Adenine has been prepared in 25% over-all yield from diethyl malonate by a six-step synthesis which involves: (1) reaction of diethyl malonate with conc. ammonium hydroxide solution to give malonamide (76%), (2) condensation of the amide with formamide in ethanolic sodium ethoxide to give 4, 6-pyrimidinediol (76%), (3) nitration of 4, 6-pyrimidinediol in glacial acetic acid with fuming nitric acid to give 5-nitro-4, 6-pyrimidinediol (95%), (4) chlorination of 5-nitro-4, 6-pyrimidinediol with phosphorus oxychloride and N, N-dimethylaniline as a basic catalyst to give 4, 6-dichloro-5-nitropyrimidine (71%), (5) amination of 4, 6-dichloro-5-nitropyrimidine with alcoholic ammonia to give 4, 6-diamino-5-nitropyrimidine (98%) and (6) heating 4, 6-diamino-5-nitropyrimidine with formamide, formic acid and sodium dithionite to give adenine (67%).
収録刊行物
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- 薬学雑誌
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薬学雑誌 85 (4), 364-367, 1965
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282681161915008
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- NII論文ID
- 130007280406
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- ISSN
- 13475231
- 00316903
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- データソース種別
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- JaLC
- Crossref
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可