2-(4-bromophenyl)-1-methyl-4,5-diphenyl-1H-imidazole | 36750-83-1

• 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-methyl-4,5-diphenyl-1H-imidazole
• 英文别名: 2-(4-bromophenyl)-1-methyl-4,5-diphenylimidazole
• CAS: 36750-83-1
• 化学式: C₂₂H₁₇BrN₂
• 分子量: 389.294
• InChiKey: YEUNGCDQGSLIGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  2-(4-bromophenyl)-4,5-diphenyl-1H-imidazole 、 硫酸二甲酯 以68%的产率得到
  参考文献：
  名称：

  CAHAEBA EH. P.; TANASEJCHUK B. S., MORDOVSK. YH-T., CAPAHCK, 1981. 6 S., BIBLIOGR. 2 NAZV. (PYK DEP V ONIITE+

  摘要：

  DOI：
• 作为试剂：
  描述：

  对甲苯甲醚 在 2,6-二甲基吡啶 、 sodium dihydrogenphosphate 、 ammonium acetate 、 lithium perchlorate 、 2-(4-bromophenyl)-1-methyl-4,5-diphenyl-1H-imidazole 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 1-methyl-2,4,5-tris(4-methoxyphenyl)-1H-imidazole
  参考文献：
  名称：

  Novel Triarylimidazole Redox Catalysts: Synthesis, Electrochemical Properties, and Applicability to Electrooxidative C–H Activation

  摘要：

  A new class of metal-free, easy to synthesize redox catalysts based on a triarylimidazole framework is described. With those synthesized thus far, one can access a potential range of ca. 410 mV. They proved to be useful mediators for the activation of benzylic C-H bonds under mild conditions.

  DOI：

  10.1021/ol300195c

文献信息

• An efficient and one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by InCl3·3H2O
  作者：Saikat Das Sharma、Parasa Hazarika、Dilip Konwar

  DOI：10.1016/j.tetlet.2008.02.053

  日期：2008.3

  InCl3·3H2O was found to be a mild and effective catalyst for the efficient, one-pot, three component synthesis of 2,4,5-trisubstituted imidazoles at room temperature. Moreover, the utility of this protocol was further explored conveniently for the one-pot, four component synthesis of 1,2,4,5-tetrasubstituted imidazoles in high yields.

  发现InCl 3 ·3H 2 O是在室温下高效，一锅，三组分合成2,4,5-三取代的咪唑的温和有效的催化剂。此外，可以方便地进一步探索该方案的实用性，以高产率一锅，四组分合成1,2,4,5-四取代的咪唑。
• Efficient Multi-component Synthesis of Highly Substituted Imidazoles Utilizing P2O5/SiO2 as a Reusable Catalyst
  作者：Hamid Reza Shaterian、Mohammad Ranjbar、Kobra Azizi

  DOI：10.1002/cjoc.201180293

  日期：2011.8

  gel (P2O5/SiO2) has been used as an efficient and reusable catalyst for the one‐pot pseudo four‐component synthesis of 2,4,5‐trisubstituted imidazoles from benzil or benzoin, aldehydes, and ammonium acetate. It was also used for four‐component preparation of 1,2,4,5‐tetrasubstituted imidazoles from benzil or benzoin, aldehydes, primary amine, and ammonium acetate under thermal solvent‐free conditions

  负载在硅胶（P 2 O 5 / SiO 2）上的五氧化二磷已被用作一种高效且可重复使用的催化剂，用于由苯甲腈或安息香，醛，和醋酸铵。它也可在无热溶剂的条件下用于由苄基或安息香，醛，伯胺和乙酸铵四组分制备1,2,4,5-四取代的咪唑。这种新方法的显着特征是高转化率，更清洁的反应，简单的实验和后处理程序，并且催化剂可以轻松地从反应混合物中分离出来并重复使用几次，而不会损失其活性。
• Synthesis of highly substituted imidazoles using Brønsted acidic ionic liquid, triphenyl(propyl-3-sulphonyl)phosphonium toluenesulfonate, as teusable catalyst
  作者：H. R. Shaterian、M. Ranjbar、K. Azizi

  DOI：10.1007/bf03246570

  日期：2011.12

  Brønsted acidic ionic liquid, triphenyl(propyl-3-sulphonyl)phosphonium toluenesulfonate, has been used as an efficient and reusable catalyst for the one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles under solvent-free conditions in excellent yields.

  布朗斯台德酸性离子液体三苯基（丙基-3-磺酰基）phosph磺酸甲苯磺酸盐已被用作一锅合成2,4,5-三取代和1,2,4,5-四取代的咪唑的有效且可重复使用的催化剂在无溶剂条件下，收率极高。
• One-Pot Synthesis of Tetrasubstituted Imidazoles Catalyzed by Preyssler-Type Heteropoly Acid
  作者：Ali Javid、Majid M. Heravi、F. F. Bamoharram、Mohsen Nikpour

  DOI：10.1155/2011/980546

  日期：——

  A simple one-pot four-component synthetic method was reported for the preparation of tetrasubstituted imidazole derivatives from benzil, aromatic aldehydes, primary amines and ammonium acetate in the presence of Preyssler-type heteropoly acid catalyst. This method was proved to be eco-benign, easy work-up, convenient, relatively short reaction times and the products were isolated with high yields.

  报道了一种简单的一锅四组分合成方法，用于从苯二酮、芳香醛、一级胺和醋酸铵在Preyssler型杂多酸催化剂存在下制备四取代咪唑衍生物。该方法被证明是环保的、易于操作、方便、反应时间相对较短，并且产品收率高。
• An environmental friendly approach for the synthesis of highly substituted imidazoles using Brønsted acidic ionic liquid, N-methyl-2-pyrrolidonium hydrogen sulfate, as reusable catalyst
  作者：Hamid Reza Shaterian、Mohammad Ranjbar

  DOI：10.1016/j.molliq.2011.02.012

  日期：2011.4

  Brønsted acidic ionic liquid, N-methyl-2-pyrrolidonium hydrogen sulfate, has been used as an efficient and reusable catalyst for the one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles under thermal solvent-free conditions in excellent yields.

  布朗斯台德酸性离子液体N-甲基-2-吡咯烷鎓硫酸氢盐已被用作一种高效且可重复使用的催化剂，用于在以下条件下一锅合成2,4,5-三取代和1,2,4,5-四取代的咪唑无溶剂的热条件，产率高。