4,6-diamino-1,2-dihydro-2-oxo-3-cyano-1-phenylpyridine-5-carboxamide | 386269-46-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,6-diamino-1,2-dihydro-2-oxo-3-cyano-1-phenylpyridine-5-carboxamide
• 英文别名: 2,4-Diamino-5-cyano-6-oxo-1-phenylpyridine-3-carboxamide
• CAS: 386269-46-1
• 化学式: C₁₃H₁₁N₅O₂
• 分子量: 269.263
• InChiKey: ZTEOMYIARSEDBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  139
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  原甲酸三乙酯 、 4,6-diamino-1,2-dihydro-2-oxo-3-cyano-1-phenylpyridine-5-carboxamide 以 乙酸酐 为溶剂， 反应 3.0h， 以45%的产率得到5-ethoxymethyleneamino-3,4,6,7-tetrahydro-4,7-dioxo-6-phenylpyrido[4,3-d]pyrimidine-8-carbonitrile
  参考文献：
  名称：

  A FACILE METHOD FOR THE SYNTHESIS OF NOVEL PYRIDINONE DERIVATIVES VIA KETENEN,S-ACETALS

  摘要：

  A simple and easy method is provided for the synthesis of the novel pyridinone derivatives (3a-e), (8a-c) and (10a-c) by the reaction of ketene acetals (2a-e), (7a-c) and (9a-c) with ethyl cyanoacetate respectively. Compounds (3b-d) reacted with triethyl orthoformate to afford the pyridinone derivatives (4-6) respectively. Compound 7a reacted with ethyl acetoacetate or diethyl malonate to give thiazolopyridinone derivative 11 or 12 respectively.

  DOI：

  10.1081/scc-100106218
• 作为产物：
  描述：

  2-cyano-3-methylsulfanyl-3-phenylaminoacrylic acid ethyl ester 、 氰乙酸乙酯 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以91%的产率得到4,6-diamino-1,2-dihydro-2-oxo-3-cyano-1-phenylpyridine-5-carboxamide
  参考文献：
  名称：

  A FACILE METHOD FOR THE SYNTHESIS OF NOVEL PYRIDINONE DERIVATIVES VIA KETENEN,S-ACETALS

  摘要：

  A simple and easy method is provided for the synthesis of the novel pyridinone derivatives (3a-e), (8a-c) and (10a-c) by the reaction of ketene acetals (2a-e), (7a-c) and (9a-c) with ethyl cyanoacetate respectively. Compounds (3b-d) reacted with triethyl orthoformate to afford the pyridinone derivatives (4-6) respectively. Compound 7a reacted with ethyl acetoacetate or diethyl malonate to give thiazolopyridinone derivative 11 or 12 respectively.

  DOI：

  10.1081/scc-100106218

文献信息

• A FACILE METHOD FOR THE SYNTHESIS OF NOVEL PYRIDINONE DERIVATIVES VIA KETENE<i>N</i>,<i>S</i>-ACETALS
  作者：Eljazi I. Al-Afaleq

  DOI：10.1081/scc-100106218

  日期：2001.1

  A simple and easy method is provided for the synthesis of the novel pyridinone derivatives (3a-e), (8a-c) and (10a-c) by the reaction of ketene acetals (2a-e), (7a-c) and (9a-c) with ethyl cyanoacetate respectively. Compounds (3b-d) reacted with triethyl orthoformate to afford the pyridinone derivatives (4-6) respectively. Compound 7a reacted with ethyl acetoacetate or diethyl malonate to give thiazolopyridinone derivative 11 or 12 respectively.