ethyl 5-amino-2,4-dioxo(1H,3H)pyrimidine-6-carboxylate | 467421-27-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: ethyl 5-amino-2,4-dioxo(1H,3H)pyrimidine-6-carboxylate
• 英文别名: Ethyl 2-(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)acetate；ethyl 2-(5-amino-2,4-dioxo-1H-pyrimidin-6-yl)acetate
• CAS: 467421-27-8
• 化学式: C₈H₁₁N₃O₄
• 分子量: 213.193
• InChiKey: GKOKTQVWCMQLHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 5-amino-2,4-dioxo(1H,3H)pyrimidine-6-carboxylate 在 吡啶 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 氯仿 为溶剂， 反应 1.5h， 生成 2,4-(1H,3H,6H)-6-oxo-pyrrolo[3,2-d]pyrimidinedione
  参考文献：
  名称：

  由 6-叠氮脲嘧啶和叶立德正膦轻松合成吡咯并[3,2-d]嘧啶

  摘要：

  AbstractA series of the title compounds, 9‐deazaxanthines, was regioselectively prepared in reasonable yields as major products from the reactions of 6‐azidouracils 1a,b with stabilized ester‐2a,b or keto‐2c ylide phosphoranes and a moderated phosphorus ylide 3, instead of the expected triazoles. Side products were also observed wherein pyrimido[5,4‐g]pteridine‐2,4,5,7‐tetrone (15) and other fused ring systems or acyclic‐substituted uracil derivatives were isolated. A comparative study on the reactivity of 1a in analogy to 1b toward phosphoranes is also described. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:357–365, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10048

  DOI：

  10.1002/hc.10048
• 作为产物：
  描述：

  5-氨基尿嘧啶 、 溴乙酸乙酯 以 乙腈 为溶剂， 反应 4.0h， 生成 ethyl 5-amino-2,4-dioxo(1H,3H)pyrimidine-6-carboxylate
  参考文献：
  名称：

  由 6-叠氮脲嘧啶和叶立德正膦轻松合成吡咯并[3,2-d]嘧啶

  摘要：

  AbstractA series of the title compounds, 9‐deazaxanthines, was regioselectively prepared in reasonable yields as major products from the reactions of 6‐azidouracils 1a,b with stabilized ester‐2a,b or keto‐2c ylide phosphoranes and a moderated phosphorus ylide 3, instead of the expected triazoles. Side products were also observed wherein pyrimido[5,4‐g]pteridine‐2,4,5,7‐tetrone (15) and other fused ring systems or acyclic‐substituted uracil derivatives were isolated. A comparative study on the reactivity of 1a in analogy to 1b toward phosphoranes is also described. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:357–365, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10048

  DOI：

  10.1002/hc.10048