2-cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]acrylamide | 1257880-78-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]acrylamide
• 英文别名: (E)-2-cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]prop-2-enamide
• CAS: 1257880-78-6
• 化学式: C₁₈H₁₉N₅O₃
• 分子量: 353.381
• InChiKey: QOANLZVKRJTRIR-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-cyano-N-(2,6-dimethoxypyrimidin-4-yl)acetamide 、 对二甲氨基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以76%的产率得到2-cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]acrylamide
  参考文献：
  名称：

  2-Cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]acrylamide and dimethylammonium 6-cyano-1,3-dimethyl-2,4,5-trioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidin-8-ide: a π-stacked dimer and a hydrogen-bonded ribbon containing three types of ring

  摘要：

  The bond distances in 2-cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]acrylamide, C18H19N5O3, (I), and in the anionic component of the salt dimethylammonium 6-cyano-1,3-dimethyl-2,4,5-trioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidin-8-ide, C2H8N2+center dot C10H7N4O3-, (II), provide evidence for the occurrence of electronic polarization. There are no hydrogen bonds in the structure of (I), instead pairs of molecules are linked into centrosymmetric dimers by a single pi-pi stacking interaction. In (II), a combination of a two-centre N-H center dot center dot center dot O hydrogen bond, a three-centre N-H center dot center dot center dot(O)(2) hydrogen bond, together utilizing all three O atoms, and a two-centre C-H center dot center dot center dot N hydrogen bond, link the components into a ribbon containing R-1(2)(6), R-2(2)(10) and R-6(6)(30) rings.

  DOI：

  10.1107/s0108270109053785

文献信息

• 2-Cyano-<i>N</i>-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]acrylamide and dimethylammonium 6-cyano-1,3-dimethyl-2,4,5-trioxo-1,2,3,4,5,8-hexahydropyrido[2,3-<i>d</i>]pyrimidin-8-ide: a π-stacked dimer and a hydrogen-bonded ribbon containing three types of ring
  作者：Jairo Quiroga、Jaime Gálvez、Michael B. Hursthouse、Justo Cobo、Christopher Glidewell

  DOI：10.1107/s0108270109053785

  日期：2010.1.15

  The bond distances in 2-cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]acrylamide, C18H19N5O3, (I), and in the anionic component of the salt dimethylammonium 6-cyano-1,3-dimethyl-2,4,5-trioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidin-8-ide, C2H8N2+center dot C10H7N4O3-, (II), provide evidence for the occurrence of electronic polarization. There are no hydrogen bonds in the structure of (I), instead pairs of molecules are linked into centrosymmetric dimers by a single pi-pi stacking interaction. In (II), a combination of a two-centre N-H center dot center dot center dot O hydrogen bond, a three-centre N-H center dot center dot center dot(O)(2) hydrogen bond, together utilizing all three O atoms, and a two-centre C-H center dot center dot center dot N hydrogen bond, link the components into a ribbon containing R-1(2)(6), R-2(2)(10) and R-6(6)(30) rings.