Synthesis and Properties of 1,3-Dimethyl-6-azalumazines (Isofervenulins)
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概要
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A new synthesis of 1,3-dimethyl-6-azalumazines (isofervenulins) is described. The reaction of 6-amino-1,3-dimethyl-5-nitrosouracil (I) with acid hydrazides in refluxing aprotic solvents such as dimethylformamide (DMF), dimethyl sulfoxide (DMSO) or sulfolane affords the corresponding 1,3-dimethyl-6-azalumazines (II) along with byproducts, 2,4,9,11-tetramethyl-8-azapurino [7,8-f]-6-azapteridine-1,3,10,12 (2H, 4H, 9H, -11H)-tetrones (III). These 8-azapurino [7,8-f]-6-azapteridines were alternatively prepared by the condensation of II with 6-amino-1,3-dimethyluracil in refluxing DMF. Compounds II were converted into 8-substituted theophyllines (V) by reductive ring contraction with sodium dithionite in formic acid.
- 公益社団法人日本薬学会の論文
- 1978-02-25
著者
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永松 朝文
Faculty Of Pharmaceutical Sciences Okayama University
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西垣 貞男
Pharmaceutical Institute School Of Medicine Keio University
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西垣 貞雄
Pharmaceutical Institute School Of Medicine Keio University
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永松 朝文
Pharmaceutical Sciences, Kumamoto University
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TAYLOR EDWARD
Department of Chemistry, Princeton University
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Taylor Edward
Department Of Chemistry Princeton University
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