1-(4-chlorophenyl)-2,4,5-triphenyl-1H-imidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-chlorophenyl)-2,4,5-triphenyl-1H-imidazole
• 英文别名: 1-(4-Chlorophenyl)-2,4,5-triphenylimidazole
• 化学式: C₂₇H₁₉ClN₂
• 分子量: 406.914
• InChiKey: NDDOYRIFQHMNOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  30
• 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：

  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 1-(4-chlorophenyl)-2,4,5-triphenyl-1H-imidazole
  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

文献信息

• Simple and efficient method for the synthesis of highly substituted imidazoles using zeolite-supported reagents
  作者：K. Sivakumar、A. Kathirvel、A. Lalitha

  DOI：10.1016/j.tetlet.2010.04.013

  日期：2010.6

  Cu(II) nitrate impregnated zeolite has been used as an efficient supported reagent for an improved and rapid one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles in excellent yields. Condensation in the presence of supported reagents with operational simplicity, inexpensive reagents, high yield of products, and the use of non-toxic reagents makes this synthetic protocol

  硝酸铜（II）浸渍的沸石已被用作有效的载体试剂，以优异的产率改进和快速地一锅合成2,4,5-三取代和1,2,4,5-四取代的咪唑。在操作简便，成本低廉的试剂，高收率的产品以及使用无毒试剂的情况下，在支持的试剂存在下进行缩合使该合成方案成为一种有吸引力的方案。
• An Efficient, Solvent Free One Pot Synthesis of Tetra substitue dimidazoles Catalyzed by Nanocrystalline γ-alumina
  作者：Pallavi Shelke、Anjali Rajbhoj、Madhav Nimase、Gangaram Tikone、Bhaskar Zaware、Shridhar Jadhav

  DOI：10.13005/ojc/320427

  日期：2016.8.25

  spectrophotometer and high- resolution transmission electron microscopy These synthesized γ-Al 2 O 3 NPs were tested used as a catalyst for one pot synthesis of tetraaryl imidazole derivatives from the cyclodehydration and condensation of benzil, aromatic aldehyde, anilines and ammonium acetate under solvent free condition. This method has various advantages like convenient work-up procedure, environmentally

  通过电化学还原法成功地合成了γ-氧化铝纳米粒子（γ-Al2 O 3 NPs）。溴化四丙基铵的水溶液用作电解质和稳定剂。为了防止自发团聚并控制纳米颗粒的尺寸，对各种参数（例如电流密度，电极之间的距离和电解质浓度）进行了优化。由此合成的γ-Al2O3NPs通过复杂的分析技术进行了表征，包括X射线衍射，扫描电子显微镜，能量色散分光光度计和高分辨率透射电子显微镜。这些合成的γ-Al2 O 3 NPs被用作一锅催化剂。由苯甲醚，芳族醛的环脱水和缩合反应合成四芳基咪唑衍生物 无溶剂条件下的苯胺和乙酸铵。该方法具有多种优点，如后处理方便，对环境无害，反应时间短以及产率高。纳米晶γ-Al2 O 3催化剂具有易于获得，多次循环利用，非常简单的分离和生态友好的特点。
• Cu(II) immobilized on guanidinated epibromohydrin‐functionalized γ‐Fe₂O₃@TiO₂(γ‐Fe₂O₃@TiO₂‐EG‐Cu(II)): A highly efficient magnetically separable heterogeneous nanocatalyst for one‐pot synthesis of highly substituted imidazoles
  作者：Mahdi Nejatianfar、Batool Akhlaghinia、Roya Jahanshahi

  DOI：10.1002/aoc.4095

  日期：2018.2

  A simple, efficient and eco‐friendly procedure has been developed using Cu(II) immobilized on guanidinated epibromohydrin‐functionalized γ‐Fe2O3@TiO2 (γ‐Fe2O3@TiO2‐EG‐Cu(II)) for the synthesis of 2,4,5‐trisubstituted and 1,2,4,5‐tetrasubstituted imidazoles, via the condensation reactions of various aldehydes with benzil and ammonium acetate or ammonium acetate and amines, under solvent‐free conditions

  一种简单，高效和环境友好的程序已被使用的Cu（II）固定于显影胍基化表溴醇-官能化了γ-Fe 2 ö 3 @TiO 2（γ-的Fe 2 ö 3 @TiO 2 -EG-的Cu（II））在无溶剂条件下，通过各种醛与苯甲酰和乙酸铵或乙酸铵和胺的缩合反应，合成2,4,5-三取代和1,2,4,5-四取代的咪唑。这种催化剂的高分辨率透射电子显微镜分析明确肯定一个形成了γ-Fe 2 ö 3芯和的TiO 2外壳，平均大小分别约为10–20 nm和5–10 nm。这些数据与X射线晶体学测量（13和7 nm）非常吻合。此外，磁化测量结果表明，这两种了γ-Fe 2 ö 3 @TiO 2和γ-的Fe 2 ö 3 @TiO 2 -EG-的Cu（II）具有超顺磁性与22.12鸸鹋克23.79饱和磁化强度和行为-1分别。了γ-Fe 2 ö 3 @TiO 2‐EG‐Cu（II）被发现是一种绿色高效的纳米催化剂，可以容易地
• Green Synthesis of 1,2,4,5-Tetrasubstituted and 2,4,5-Trisubstituted Imidazole Derivatives Involving One-pot Multicomponent Reaction
  作者：Ravi Bansal、Pradeep K. Soni、Anand K. Halve

  DOI：10.1002/jhet.3160

  日期：2018.6

  Sodium lauryl sulfate has been found convenient, versatile, and eco‐friendly catalyst for the synthesis of 1,2,4,5‐tetrasubstituted and 2,4,5‐trisubstituted imidazole derivatives by one‐pot multicomponent reactions at 80°C using water as solvent. This protocol afforded advantages, that is, the metal‐free reaction, purification of products by non‐chromatographic method, and excellent yields.

  月桂基硫酸钠被发现是一种方便，通用且环保的催化剂，可通过在80°C的条件下用水多锅法合成1,2,4,5-四取代和2,4,5-三取代的咪唑衍生物作为溶剂。该方案具有以下优点：无金属反应，通过非色谱法纯化产物和极佳的收率。
• Synthesis and characterization of nano-copper ferrite as a magnetically separable catalyst for the one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles under solvent-free condition
  作者：Firouzeh Nemati、Ali Elhampour、Mahshid Bagheri Natanzi

  DOI：10.1080/15533174.2016.1212223

  日期：2017.5.4

  The authors report herein, synthesis and characterization of nano-copper ferrite as a recoverable, eco-friendly, inexpensive, and readily available catalyst for efficient, simple, and green synthesis of multi-substituted imidazoles. Short reaction times, high yields, easy workup, and mild condition are the advantages of this protocol. The catalyst can be reused without evident loss of the catalytic

  作者在本文中报道了纳米铜铁氧体的合成和表征，将其作为可回收，环保，廉价和易于获得的催化剂，用于高效，简单和绿色合成多取代的咪唑。该协议的优点是反应时间短，产率高，后处理容易和条件温和。催化剂可以重复使用而不会明显降低催化活性。催化剂的表征通过傅立叶变换红外光谱，X射线衍射，FESEM，电子弥散X射线和振动采样磁力计分析进行。