5-nitro-N4,N6-diphenylpyrimidine-4,6-diamine | 54706-01-3

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 5-nitro-N4,N6-diphenylpyrimidine-4,6-diamine
• 英文别名: 5-nitro-N,N'-diphenyl-pyrimidine-4,6-diamine；4,6-Dianilino-5-nitro-pyrimidin；5-nitro-4-N,6-N-diphenylpyrimidine-4,6-diamine
• CAS: 54706-01-3
• 化学式: C₁₆H₁₃N₅O₂
• 分子量: 307.312
• InChiKey: KPYIJACZWVDOOQ-UHFFFAOYSA-N

物化性质

• 熔点：
  168-169 °C
• 沸点：
  486.9±45.0 °C(Predicted)
• 密度：
  1.398±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4,6-二氯-5-硝基嘧啶 、 苯胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到5-nitro-N4,N6-diphenylpyrimidine-4,6-diamine
  参考文献：
  名称：

  5-Nitro-N⁴,N⁶-diphenylpyrimidine-4,6-diamine: polarized molecules linked into π-stacked chainsviathree-centre C—H...(O)₂hydrogen bonds

  摘要：

  Molecules of the title compound, C16H13N5O2, have no internal symmetry despite the symmetric pattern of substitution in the pyrimidine ring. The intramolecular distances indicate polarization of the electronic structure. There are two intramolecular N-H center dot center dot center dot O hydrogen bonds and molecules are linked into centrosymmetric dimers by pairs of three-centre C-H center dot center dot center dot(O)(2) hydrogen bonds. These dimers are linked into chains by means of a pi-pi stacking interaction.

  DOI：

  10.1107/s0108270109029618

文献信息

• Highly polarized enamines. 2. Synthesis and investigation of the further amination of derivatives of ?,?-DIAMINO-?-cyano-?-nitroethylene
  作者：V. A. Makarov、A. L. Sedov、O. S. Anisimova、V. G. Granik

  DOI：10.1007/bf01164870

  日期：1996.6
• 5-Nitro-<i>N</i>⁴,<i>N</i>⁶-diphenylpyrimidine-4,6-diamine: polarized molecules linked into π-stacked chains<i>via</i>three-centre C—H...(O)₂hydrogen bonds
  作者：Ricaurte Rodríguez、Manuel Nogueras、Justo Cobo、Christopher Glidewell

  DOI：10.1107/s0108270109029618

  日期：2009.9.15

  Molecules of the title compound, C16H13N5O2, have no internal symmetry despite the symmetric pattern of substitution in the pyrimidine ring. The intramolecular distances indicate polarization of the electronic structure. There are two intramolecular N-H center dot center dot center dot O hydrogen bonds and molecules are linked into centrosymmetric dimers by pairs of three-centre C-H center dot center dot center dot(O)(2) hydrogen bonds. These dimers are linked into chains by means of a pi-pi stacking interaction.