Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reactions of 6-(N-Methylanilino)-5-(N-phenylimino) pyrimidine-2, 4 (3H, 5H)-dione with Benzyl Hydrosulfide and Benzylamine
酒向 孫市小島 裕広田 耕作牧 敬文
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1985 年 33 巻 6 号 p. 2525-2528

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Treatment of 6-(N-methylanilino)-5-(N-phenylimino) pyrimidine-2, 4 (3H, 5H)-dione (2a) with benzyl hydrosulfide or benzylamine under mild conditions without any catalyst resulted in the concurrent occurrence of a redox reaction and nucleophilic substitution at the C (6)-position of 2a to give 5-anilino-6-(N-methylanilino) uracil (1a), 6-substituted 5-(N-phenylimino) pyrimidine-2, 4 (3H, 5H)-diones (2b, c), and the oxidation product (dibenzyl disulfide or N-benzylidenebenzylamine). The substitution products 2b, c also oxidized benzyl hydrosulfide and benzylamine under the same conditions.

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