Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Syntheses of Analgesics. XVII. Antipyrine Derivatives. (4)
高橋 酉蔵兼松 顕
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ジャーナル フリー

1958 年 6 巻 1 号 p. 98-100

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The decomposition of bis [(N-4-antipyrinyl-N-methyl) amino] methane (II) with paraformaldehyde and potassium cyanide was effected by heating in glacial acetic acid, and afforded (N-4-antipyrinyl-N-methyl) aminoacetonitrile (VI) and 4-methylaminoantipyrine (I). The condensation of 4-methylaminoantipyrine (I) with paraformaldehyde and potassium cyanide on being warmed in glacial acetic acid also furnished (VI). The respective action of an excess of paraformaldehyde on (I) and (III) in dil. hydrochloric acid gave (II). However, in conc. hydrochloric acid, the respective action of an excess of paraformaldehyde on (I), (II), (III), and (VII) afforded (IV).
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© The Pharmaceutical Society of Japan
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