2-ethyl-1,4,5-triphenyl-1H-imidazole | 1245938-00-4

• 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-ethyl-1,4,5-triphenyl-1H-imidazole
• CAS: 1245938-00-4
• 化学式: C₂₃H₂₀N₂
• 分子量: 324.425
• InChiKey: ZCEUJODONNHZAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.77
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  17.82
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  丙醛 、 苯胺 、 联苯甲酰 在 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 4.0h， 以72%的产率得到2-ethyl-1,4,5-triphenyl-1H-imidazole
  参考文献：
  名称：

  Clay supported titanium catalyst for the solvent free synthesis of tetrasubstituted imidazoles and benzimidazoles

  摘要：

  A series of clay supported metal containing catalysts were prepared and their catalytic performance was evaluated in the synthesis of tetrasubstitued imidazoles under solvent free condition. It was found that K10 supported titanium catalyst showed higher activity compared to other catalysts. The catalysts were characterized by FTIR, XRD, TG/DTA, BET surface area and SEM. The general applicability of the method was demonstrated for the synthesis of tetra- substituted imidazoles from aldehydes and amines containing various electron donating and electron withdrawing substituents. The diversity of the catalyst was studied by synthesis of benzimidazoles and quinoxalines. The mechanism of formation of the products is explained in detail. The catalyst was found to be active for three cycles. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2013.04.004

文献信息

• Efficient Synthesis of 5-Substituted 2,3-Diphenyl and 5-Substituted 1-Aryl-2,3-diphenyl Imidazoles Using Polyethylene Glycol
  作者：Biswanath Das、Chithaluri Sudhakar、Yallamalla Srinivas

  DOI：10.1080/00397910903318633

  日期：2010.8.16

  Treatment of benzoin with an aldehyde and NH4OAc in polyethylene glycol (PEG-400) under reflux afforded a 5-substituted 2,3-diphenyl imidazole while the same reaction along with an additional aniline produced 5-substituted 1-aryl 2,3-diphenyl imidazole. No any catalyst or solvent was required to carry out this conversion, and the imidazoles were formed in excellent yields.

  在回流条件下，在聚乙二醇 (PEG-400) 中用醛和 NH4OAc 处理安息香得到 5-取代的 2,3-二苯基咪唑，而相同的反应与额外的苯胺一起生成 5-取代的 1-芳基 2,3-二苯基咪唑。进行这种转化不需要任何催化剂或溶剂，并且以极好的收率形成咪唑。
• Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles Using Sulfuric Acid ([3-(3-Silicapropyl)sulfanyl]propyl]ester as a Recyclable Solid Acid
  作者：Ziba Tavakoli、Mojtaba Bagherneghad、Khodabakhsh Niknam

  DOI：10.1002/jhet.847

  日期：2012.5

  Sulfuric acid ([3‐(3‐silicapropyl)sulfanyl]propyl]ester (SASPSPE) is used as a recyclable catalyst for the synthesis of 1,2,4,5‐tetrasubstituted imidazoles. A range of various polysubstituted imidazoles was synthesized via four‐component condensation of benzil, aldehydes, amines, and ammonium acetate in the presence of SASPSPE under solvent‐free conditions at 140°C. The heterogeneous catalyst was recycled

  硫酸（[3-（3-硅丙基）硫烷基]丙基]酯（SASPSPE）可作为可循环使用的催化剂，用于合成1,2,4,5-四取代的咪唑，通过四种合成了多种多取代的咪唑在SASPSPE存在下，在140°C无溶剂条件下，苯甲酰，醛，胺和乙酸铵的组分缩合。在苯甲酰，4-甲基苯甲醛，苄胺和醋酸铵而不会失去其催化活性。