2-cyclohexyl-4,5-diphenyl-1H-imidazole | 55041-14-0

• 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-cyclohexyl-4,5-diphenyl-1H-imidazole
• CAS: 55041-14-0
• 化学式: C₂₁H₂₂N₂
• 分子量: 302.419
• InChiKey: LDMYJRJLSGLBHW-UHFFFAOYSA-N

物化性质

• 熔点：
  244 °C
• 沸点：
  515.5±19.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,4,5-三苯基咪唑 在 溶剂黄146 、 铂 作用下， 生成 2-cyclohexyl-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  Schubert; Hofmann, Journal fur praktische Chemie (Leipzig 1954), 1959, vol. <4> 7, p. 119,130

  摘要：

  DOI：

文献信息

• Catalytic procedures for multicomponent synthesis of imidazoles: selectivity control during the competitive formation of tri- and tetrasubstituted imidazoles
  作者：Dinesh Kumar、Damodara N. Kommi、Narendra Bollineni、Alpesh R. Patel、Asit K. Chakraborti

  DOI：10.1039/c2gc35277j

  日期：——

  based ionic liquids (organic salts) were investigated for the three component reaction (3-MCR) of 1,2-diketone, aldehyde, and ammonium salts to form 2,4,5-trisubstituted imidazoles and the four component reaction (4-MCR) involving 1,2-diketone, aldehyde, amine and ammonium acetate to form 1,2,4,5-tetrasubstituted imidazoles. The HBF4–SiO2 was found to be the stand out catalyst for both the 3-MCR and

  不同的氟硼酸衍生的催化剂体系的催化潜力，即。研究了HBF 4水溶液，固体负载的HBF 4，金属四氟硼酸盐（无机盐），固体负载的金属四氟硼酸盐和基于四氟硼酸盐的离子液体（有机盐）对1,2-二酮，醛的三组分反应（3-MCR）和铵盐形成2,4,5-三取代的咪唑，然后进行涉及1,2-二酮，醛，胺和乙酸铵的四组分反应（4-MCR），形成1,2,4,5-四取代的咪唑。发现HBF 4 -SiO 2是3-MCR和4-MCR工艺的杰出催化剂。其次最有效的催化剂是LiBF 4和Zn（BF 4）2分别通过3-MCR和4-MCR形成2,4,5-三取代和1,2,4,5-四取代的咪唑。这是有关4-MCR过程中涉及1,2-二酮，醛，胺和乙酸铵的2,4,5-三取代咪唑竞争形成的未解决问题的第一份报告，并着重指出了催化剂体系在控制催化剂中的影响。选择性形成四取代的咪唑。弱质子酸的金属盐以四氟硼酸盐>高氯酸盐>三氟甲磺酸酯的
• Expeditious and Highly Efficient One-Pot Synthesis of Functionalized Imidazoles Catalyzed by Sulfated Polyborate
  作者：Krishna Indalkar、Sanjay S. Malge、Anil S. Mali、Ganesh U. Chaturbhuj

  DOI：10.1080/00304948.2021.1920304

  日期：2021.7.4

  (2021). Expeditious and Highly Efficient One-Pot Synthesis of Functionalized Imidazoles Catalyzed by Sulfated Polyborate. Organic Preparations and Procedures International: Vol. 53, No. 4, pp. 387-396.

  (2021)。硫酸化多硼酸盐催化的官能化咪唑的快速高效一锅法合成。国际有机制剂和程序：卷。53，第 4 期，第 387-396 页。
• L-Proline Triflate as an Efficient and Reusable Catalyst for the One-Pot Synthesis of 2,4,5-Trisubstituted Imidazoles and 1,2,4,5-Tetrasubstituted Imidazoles
  作者：Jianjun Li、Shouwang Lin、Jiajia Dai、Weike Su

  DOI：10.3184/030823410x12698803608765

  日期：2010.4

  L-Proline triflate has been used as an efficient catalyst for an improved and rapid one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles in good yields. The benefit of this approach is its operational simplicity and the catalyst can be easily recovered and reused without any loss of activity.

  L-脯氨酸三氟甲磺酸酯已被用作一种有效的催化剂，用于以良好的收率改进和快速一锅法合成 2,4,5-三取代和 1,2,4,5-四取代咪唑。这种方法的好处是操作简单，催化剂可以很容易地回收和重复使用，而不会损失任何活性。
• An iodine/DMSO-catalyzed sequential one-pot approach to 2,4,5-trisubstituted-1<i>H</i>-imidazoles from α-methylene ketones
  作者：Janeeka Jayram、Vineet Jeena

  DOI：10.1039/c8ra07238h

  日期：——

  A sequential one-pot approach to 2,4,5-trisubstituted imidazoles has been developed from α-methylene ketones and aldehydes. This methodology employs air-moisture stable reaction conditions and an inexpensive iodine/DMSO system affording a diverse range of known and novel (substrate scope) 2,4,5-trisubstituted imidazoles in moderate to excellent yields. The iodine/DMSO system was extended to the domino

  已开发出一种从 α-亚甲基酮和醛连续一锅法制备 2,4,5-三取代咪唑的方法。该方法采用空气-水分稳定的反应条件和廉价的碘/DMSO 系统，以中等至优异的产率提供各种已知和新型（底物范围）2,4,5-三取代咪唑。将碘/DMSO系统扩展到两种功能化中间体苯偶酰和苯甲醛的多米诺聚合合成，以产生最终产物。
• A facile strategy for the synthesis of highly substituted imidazole using tetrabutyl ammoniumbromide as catalyst
  作者：C. Kurumurthy、G. Santhosh Kumar、G. Malla Reddy、P. Nagender、P. Shanthan Rao、B. Narsaiah

  DOI：10.1007/s11164-011-0352-5

  日期：2012.2

  A simple and facile strategy for the synthesis of highly substituted imidazoles has been developed by multi-component condensation of 1,2-diketone, aldehyde, amine, and ammonium acetate in presence of tetrabutyl ammonium bromide as catalyst.

  通过在溴化四丁基铵为催化剂的情况下，将1，2-二酮，醛，胺和乙酸铵进行多组分缩合，已开发出一种合成高取代的咪唑的简单简便的策略。