1,3-bis(2-cyanoethyl)uracil | 2775-88-4

• 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: 1,3-bis(2-cyanoethyl)uracil
• 英文别名: 3,3'-(2,4-dioxo-4H-pyrimidine-1,3-diyl)-bis-propionitrile；1,3-Bis-(2-cyan-ethyl)-uracil；1,3-Dicyanoethyluracil；3-[3-(2-Cyanoethyl)-2,4-dioxopyrimidin-1-yl]propanenitrile
• CAS: 2775-88-4
• 化学式: C₁₀H₁₀N₄O₂
• 分子量: 218.215
• InChiKey: RMFZKFUNVUKNHG-UHFFFAOYSA-N

物化性质

• 沸点：
  458.4±55.0 °C(Predicted)
• 密度：
  1.285±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  88.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯腈 、 尿嘧啶 在 三丁基膦 作用下， 以 乙腈 为溶剂， 反应 22.0h， 以89%的产率得到1,3-bis(2-cyanoethyl)uracil
  参考文献：
  名称：

  Tributylphosphine, excellent organocatalyst for conjugate additions of non-nucleophilic N-containing compounds

  摘要：

  Conjugate additions of non-nucleophilic N-containing compounds such as amides, thioamides, sulfonamides, and electron- poor anilines with different Michael acceptors can be promoted through the use of tributylphosphine. The range of useful pK(a)'s of nucleophiles has been established (pK(a)< 25) and new insights into the mechanism proposed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.088

文献信息

• Crippa, Sergio; Di Gennaro, Patrizia; Lucini, Ruggero, Gazzetta Chimica Italiana, 1993, vol. 123, # 4, p. 197 - 203
  作者：Crippa, Sergio、Di Gennaro, Patrizia、Lucini, Ruggero、Orlandi, Marco、Rindone, Bruno

  DOI：——

  日期：——
• Tributylphosphine, excellent organocatalyst for conjugate additions of non-nucleophilic N-containing compounds
  作者：Carolina Gimbert、Marcial Moreno-Mañas、Elisabet Pérez、Adelina Vallribera

  DOI：10.1016/j.tet.2007.05.088

  日期：2007.8

  Conjugate additions of non-nucleophilic N-containing compounds such as amides, thioamides, sulfonamides, and electron- poor anilines with different Michael acceptors can be promoted through the use of tributylphosphine. The range of useful pK(a)'s of nucleophiles has been established (pK(a)< 25) and new insights into the mechanism proposed. (c) 2007 Elsevier Ltd. All rights reserved.