Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Pyrimidine Derivatives and Related Compounds. XXX. : Synthesis and Some Reactions of 5, 6-Dicyano-1, 3-dimethyluracil
千田 重男広田 耕作浅尾 哲次
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1978 年 26 巻 10 号 p. 3208-3211

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5, 6-Dicyano-1, 3-dimethyluracil (1) was synthesized stepwise from 6-chloro-5-formyl-1, 3-dimethyluracil (2). Treatment of 1 with butylamine or aniline afforded 6-butylamino-(5) or 6-anilino-5-cyano-1, 3-dimethyluracil (6), respectively. 3-Amino-5, 7-dimethylpyrazolo [3, 4-d] pyrimidine-4, 6 (5H, 7H)-dione (7) was obtained by the reaction of 1 with hydrazine hydrate. When 1 was refluxed in methanol in the presence of a catalytic amount of sodium methoxide, 5-cyano-6-methoxy-1, 3-dimethyluracil (9) was obtained. Acid hydrolysis of 1 afforded 6-carbamoyl-1, 3-dimethylorotic acid (10).

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