Synthesis of Tetrahydro-2-furyl Derivatives of 5-Substituted Uracils
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概要
- 論文の詳細を見る
Addition of 5-fluorouracil (1) to the double bond of 2,3-dihydrofuran (3) without using any catalyst progressed smoothly at an elevated temperature and afforded an equilibrium mixture of 1-(tetrahydro-2-furyl)-5-fluorouracil (5) and 1,3-bis (tetrahydro-2-furyl)-5-fluorouracil (7). By choosing favourable reaction conditions, each of these compounds was obtained in high yield. Thermal decomposition of 7 gave an equimolar mixture of 3 and 5. At a higher temperature, 5 underwent thermal reaction to yield 1 and 3. Study of the present addition reaction was extended to other 5-substituted uracils (8,R=-H, -CH_3,-Cl, -Br, -COOCH_3,-CONH_2,-CN) which furnished the corresponding 1-(tetrahydro-2-furyl)-and 1,3-bis (tetrahydro-2-furyl)-derivatives (9-15,18-23) with high yields. A very small amount of 3-(tetrahydro-2-furyl)-5-substituted uracils (6,16,17) by-produced in the reactions was isolated and the structures unequivocally identified.
- 公益社団法人日本薬学会の論文
- 1979-04-25
著者
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南 功
Central Research Division Takeda Chemical Industries Ltd.
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野村 容朗
Central Research Division, Takeda Chemical Ind., Ltd.,
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野村 容朗
Research and Development Division, Eisai Company, Ltd.,
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吉岡 義夫
Central Research Division, Takeda Chemical Industries, Ltd.
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吉岡 義夫
Central Research Division Takeda Chemical Ind. Ltd.
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野村 容朗
Research And Development Division Eisai Company Ltd.
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Nomura Hiroaki
Research And Development Division Eisai Company Ltd.
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