2-(4-bromophenyl)-1-(4-chlorophenyl)-4,5-diphenyl-1H-imidazole | 1239580-20-1

• 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-bromophenyl)-1-(4-chlorophenyl)-4,5-diphenyl-1H-imidazole
• 英文别名: 2-(4-Bromophenyl)-1-(4-chlorophenyl)-4,5-diphenylimidazole
• CAS: 1239580-20-1
• 化学式: C₂₇H₁₈BrClN₂
• 分子量: 485.81
• InChiKey: DKTHSSONAAQEOP-UHFFFAOYSA-N

物化性质

• 沸点：
  612.0±65.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  对氯苯胺 、 对溴苯甲醛 、 联苯甲酰 在 alumina 、 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 0.58h， 以91%的产率得到2-(4-bromophenyl)-1-(4-chlorophenyl)-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  γ-氧化铝纳米粒子催化高效合成高度取代的咪唑。

  摘要：

  γ-氧化铝纳米粒子催化的苯甲酰，芳基醛和芳基胺的多组分反应提供了高度取代的1,2,4,5-四芳基咪唑，在超声处理下以及常规方法中，在较短的反应时间内即可获得良好或优异的收率。便利的操作简便性，温和的条件和催化剂的可重复使用性是该开发方案的其他优点。

  DOI：

  10.3390/molecules201019221

文献信息

• Aspartic acid as a highly efficient and nontoxic organocatalyst for the one-pot synthesis of tri- and tetrasubstituted imidazoles under solvent-free conditions
  作者：A. Ghorbani-Choghamarani、M. Hajjami、F. Gholamian、G. Azadi

  DOI：10.1134/s1070428015030100

  日期：2015.3

  Aspartic acid was found to be an efficient organocatalyst for the one-pot synthesis of tri- and tetrasubstituted imidazoles under solvent-free conditions. The remarkable advantages offered by this method are the inexpensive and green catalyst, mild reaction conditions, simple procedures, and excellent yield of products.
• One-Pot Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles in Ionic Liquid
  作者：Yu Wan、Gui-xiang Liu、Ling-ling Zhao、Hai-ying Wang、Shu-ying Huang、Liang-feng Chen、Hui Wu

  DOI：10.1002/jhet.1751

  日期：2014.5

  The four‐component condensation of benzil, aromatic aldehyde, primary amine, and ammonium acetate catalyzed by TFA in ionic liquid [Bpy]BF4 at 80°C provided 1,2,4,5‐tetrasubstituted imidazoles in moderate to high yields.
• Room temperature synthesis of tri-, tetrasubstituted imidazoles and bis-analogues by mercaptopropylsilica (MPS) in aqueous methanol: application to the synthesis of the drug trifenagrel
  作者：Chhanda Mukhopadhyay、Pradip Kumar Tapaswi、Michael G.B. Drew

  DOI：10.1016/j.tetlet.2010.05.102

  日期：2010.7

  The heterogeneous solid catalyst, mercaptopropylsilica (MPS), has been prepared by a modified procedure in water and its structure confirmed by solid state carbon-13 CP-MAS NMR spectrum. This catalyst has been efficiently utilized for the synthesis of a wide variety of tri-, tetrasubstituted imidazoles and their bis-analogues at room temperature. The protocol was further explored for the synthesis of the drug trifenagrel. (C) 2010 Elsevier Ltd. All rights reserved.