Formamide Reaction. III. Studies on the Reaction Mechanism of Purine Ring Formation and the Reaction of Formamide with Hydrogen Cyanide

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Other Title
  • ホルムアミドの反応(第3報)ブリン環生成の反応機構およびホルムアミドとシアン化水素との反応の研究
  • ホルムアミドの反応-3-プリン環生成の反応機構およびホルムアミドとシアン化水素との反応の研究
  • ホルムアミド ノ ハンノウ 3 プリンカン セイセイ ノ ハンノウ キコウ オ

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Description

The reaction conditions for the one-step synthesis of purine by heating formamide were investigated. Purine was formed as a main product when formamide was heated at 175-185° in a sealed vessel ; reaction temperatures above 190° and prolonged heating resulted in decreased purine yields. Purine was not produced when the reaction was performed below 160°, but the introduction of hydrogen cyanide to the reaction vessel gave purine along with adenine, a major product. This indicates that hydrogen cyanide is an essential key intermediate in purine ring formation. A reaction mechanism for purine formation is also proposed.

Journal

  • YAKUGAKU ZASSHI

    YAKUGAKU ZASSHI 100 (5), 489-492, 1980

    The Pharmaceutical Society of Japan

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