2-(4,5-bis(4-chlorophenyl)-1H-imidazole-2-yl)phenol | 193466-87-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4,5-bis(4-chlorophenyl)-1H-imidazole-2-yl)phenol
• CAS: 193466-87-4
• 化学式: C₂₁H₁₄Cl₂N₂O
• 分子量: 381.261
• InChiKey: KSZZGWMKRURYTP-UHFFFAOYSA-N

物化性质

• 沸点：
  585.3±50.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.42
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48.91
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4-氯苯甲醛 在 ammonium acetate 、 1,3-bis(octylbenzimidazolium)bromide 、 溶剂黄146 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.16h， 生成 2-(4,5-bis(4-chlorophenyl)-1H-imidazole-2-yl)phenol
  参考文献：
  名称：

  ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATION

  摘要：

  A simple, high yielding synthesis of tri (3a-i) and tetrasubstituted (4a-g) imidazols from aldehydes is described. The cornerstone of this methodology involves the condensation of NH4OAc, substituted aldehydes, and benzoin, which is synthesized in situ from aldehydes catalyzed by N-heterocyclic carbine (NHC), under microwave irradiation in water to afford trisubstituted imidazoles (3a-i). If arylamine is added in the solution, tetrasubstituted imidazoles (4a-g) can be obtained. Lepidilines B and trifenagrel are also synthesized in high yield using this procedure. All the experiment deta are in agreement with the literature.

  DOI：

  10.4067/s0717-97072012000300002