2-phenyl-1,3,5,7-tetraazatricyclo[3.3.1.1(3,7)]decane | 31768-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-phenyl-1,3,5,7-tetraazatricyclo[3.3.1.1(3,7)]decane
• 英文别名: 2-Phenyl-1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane
• CAS: 31768-60-2
• 化学式: C₁₂H₁₆N₄
• 分子量: 216.286
• InChiKey: XIYMBXRTPXAKLN-UHFFFAOYSA-N

物化性质

• 沸点：
  314.2±42.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  13
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乌洛托品 、 4-hydroxy-5-[(4-methylphenyl)sulfonyl]-6-phenyl-4-(trifluoromethyl)-tetrahydro-pyrimidin-2(1H)-one 以 甲苯 为溶剂， 反应 5.0h， 以75%的产率得到4-hydroxy-5-[(4-methylphenyl)sulfonyl]-4-(trifluoromethyl)-tetrahydropyrimidin-2(1H)-one
  参考文献：
  名称：

  2-Oxo-2-polyfluoroalkylethane-1-sulfones and -sulfamides in the Biginelli and ‘retro-Biginelli’ reactions

  摘要：

  2-Oxo-2-polyfluoroalkylethane-1-sulfones and -sulfamides react with aryl aldehydes and urea under Biginelli reaction conditions to yield 4-hydroxy-4-polyfluoroalky1-5-sulfony1-6-aryl-tetrahydropyrimidinones. The latter compounds on reaction with hexamethylenetetramine (HMTA) under thermal conditions undergo 'retro-Biginelli' reaction involving replacement of the 6-aryl substituent of the pyrimidinone cycle with a hydrogen atom donated by HMTA. Hexamethylenetetramine was employed for the first time in place of formaldehyde in the reported one-step Biginelli protocol for the synthesis of fluorinated sulfonyl-containing 6-unsubstituted tetrahydropyrimidinones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.143