Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of New Pyrimidine Derivatives from 2-Methyl-3-nitro- and 3-Amino-2-methylchromones
田中 雅明村上 幸利森田 光高木 要
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キーワード: ring transformation
ジャーナル フリー

1985 年 33 巻 5 号 p. 2129-2132

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抄録
Reactions of 2-methyl-3-nitrochromone (1) with guanidine, acetamidine and benzamidine readily gave the corresponding 2-substituted-6-(2-hydroxyphenyl)-4-methyl-5-nitropyrimidine (3a-c) in good yields, and these were converted to 6-(2-methoxyphenyl) pyrimidines (4a-c) by treatment with methyl iodide and to 5-aminopyrimidines (5a-c) by catalytic hydrogenation. 3-Amino-2-methylchromone (2) reacted with guanidine, but not amidines, to give 2, 5-diamino-6-(2-hydroxyphenyl)-4-methylpyrimidine (5a). 3-Acetamido-2-methylchromone (6) was converted more readily than 2 into pyrimidine derivatives (7a, c) by the reactions with guanidine and benzamidine, respectively.
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© The Pharmaceutical Society of Japan
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