ethyl (E)-3-(2-amino-4,6-dichloropyrimidin-5-yl)-2-cyanoacrylate | 1152239-54-7

• 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 (E)-3-(2-amino-4,6-dichloropyrimidin-5-yl)-2-cyanoacrylate
• CAS: 1152239-54-7
• 化学式: C₁₀H₈Cl₂N₄O₂
• 分子量: 287.105
• InChiKey: PZEUYJVYLQALPO-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.84
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  101.89
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl (E)-3-(2-amino-4,6-dichloropyrimidin-5-yl)-2-cyanoacrylate 、 二甲胺 以 乙醇 为溶剂， 反应 1.0h， 以50%的产率得到ethyl (E)-3-[2-amino-4,6-bis(dimethylamino)pyrimidin-5-yl]-2-cyanoacrylate
  参考文献：
  名称：

  Hydrogen-bonded ribbons in ethyl (E)-3-[2-amino-4,6-bis(dimethylamino)pyrimidin-5-yl]-2-cyanoacrylate and 2-[(2-amino-4,6-di-1-piperidylpyrimidin-5-yl)methylene]malononitrile

  摘要：

  The pyrimidine rings in ethyl (E)-3-[2-amino-4,6-bis(dimethylamino)pyrimidin-5-yl]-2-cyanoacrylate, C14H20N6O2, (I), and 2-[(2-amino-4,6-di-1-piperidylpyrimidin-5-yl)methylene] malononitrile, C18H23N7, (II), which crystallizes with Z' = 2 in the P (1) over bar space group, are both nonplanar with boat conformations. The molecules of ( I) are linked by a combination of N - H center dot center dot center dot N and N - H center dot center dot center dot O hydrogen bonds into chains of edge-fused R-2(2)(8) and R-4(4)(20) rings, while the two independent molecules in (II) are linked by four N - H center dot center dot center dot N hydrogen bonds into chains of edge-fused R-2(2)(8) and R-2(2)(20) rings. This study illustrates both the readiness with which highly-substituted pyrimidine rings can be distorted from planarity and the significant differences between the supramolecular aggregation in two rather similar compounds.

  DOI：

  10.1107/s0108270108003132
• 作为产物：
  描述：

  2-氨基-4,6-二氯嘧啶-5-甲醛 、 氰乙酸乙酯 在 三乙胺 、 calcium chloride 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以85%的产率得到ethyl (E)-3-(2-amino-4,6-dichloropyrimidin-5-yl)-2-cyanoacrylate
  参考文献：
  名称：

  Hydrogen-bonded ribbons in ethyl (E)-3-[2-amino-4,6-bis(dimethylamino)pyrimidin-5-yl]-2-cyanoacrylate and 2-[(2-amino-4,6-di-1-piperidylpyrimidin-5-yl)methylene]malononitrile

  摘要：

  The pyrimidine rings in ethyl (E)-3-[2-amino-4,6-bis(dimethylamino)pyrimidin-5-yl]-2-cyanoacrylate, C14H20N6O2, (I), and 2-[(2-amino-4,6-di-1-piperidylpyrimidin-5-yl)methylene] malononitrile, C18H23N7, (II), which crystallizes with Z' = 2 in the P (1) over bar space group, are both nonplanar with boat conformations. The molecules of ( I) are linked by a combination of N - H center dot center dot center dot N and N - H center dot center dot center dot O hydrogen bonds into chains of edge-fused R-2(2)(8) and R-4(4)(20) rings, while the two independent molecules in (II) are linked by four N - H center dot center dot center dot N hydrogen bonds into chains of edge-fused R-2(2)(8) and R-2(2)(20) rings. This study illustrates both the readiness with which highly-substituted pyrimidine rings can be distorted from planarity and the significant differences between the supramolecular aggregation in two rather similar compounds.

  DOI：

  10.1107/s0108270108003132