1-(3-bromobenzyl)-2-(3-bromophenyl)-1H-benzo[d]imidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(3-bromobenzyl)-2-(3-bromophenyl)-1H-benzo[d]imidazole
• 英文别名: 1-(3-bromophenylmethyl)-2-(3-bromophenyl)benzimidazole；2-(3-Bromophenyl)-1-[(3-bromophenyl)methyl]benzimidazole
• 化学式: C₂₀H₁₄Br₂N₂
• 分子量: 442.153
• InChiKey: HPLYIZZNQKEBOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 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：

  间溴苯甲醛 、 邻苯二胺 在 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 1.4h， 以93%的产率得到1-(3-bromobenzyl)-2-(3-bromophenyl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  ZrO₂-β-cyclodextrin catalyzed synthesis of 2,4,5-trisubstituted imidazoles and 1,2-disubstituted benzimidazoles under solvent free conditions and evaluation of their antibacterial study

  摘要：

  通过ZrO₂支持的β-环糊精（ZrO₂-β-CD）催化的一系列2,4,5-三取代咪唑和1,2-二取代苯并咪唑在无溶剂条件下合成，并通过光谱方法进行了表征。

  DOI：

  10.1039/c5ra13891d

文献信息

• An organoantimony nitrate complex with azastibocine framework as water tolerant Lewis acid catalyst for the synthesis of 1,2‐disubstitued benzimidazoles
  作者：Cong Zhou、Jian Lei、Yongping Liu、Chak‐Tong Au、Yi Chen、Shuang‐Feng Yin

  DOI：10.1002/aoc.5881

  日期：2020.10

  techniques such as NMR spectra, TG‐DSC, and X‐ray diffraction. It was found that the complex 2 exhibits relatively strong Lewis acidity (3.3 < Ho ≤ 4.8) and could be employed as a water tolerant Lewis acid catalyst for the synthesis of synthetically valuable benzimidazole derivatives starting from aldehydes and arylenediamines. This catalytic system shows excellent tolerance toward a wide variety of functional

  合成了一种新型的6-环己基-6,7-二氢二苯并[ c，f ] [ 1,5 ]氮杂阿司匹林-12（5H）-硝酸硝酸根（2）的有机锑配合物，并通过NMR光谱，TG- DSC和X射线衍射。结果发现，复合2只表现出相对强的路易斯酸性（3.3 <何≤4.8），并且可以用作用于从醛和arylenediamines开始合成有价值的苯并咪唑衍生物的合成中的水耐受性路易斯酸催化剂。该催化体系对各种官能团（例如甲基，甲氧基，氟，氯，溴，硝基，氰基，三氟甲基，1-萘醛，糠醛和n-丁基，再加上5倍规模的合成的简便可重复使用性。
• ZrO₂-β-cyclodextrin catalyzed synthesis of 2,4,5-trisubstituted imidazoles and 1,2-disubstituted benzimidazoles under solvent free conditions and evaluation of their antibacterial study
  作者：Yarabhally R. Girish、Kothanahally S. Sharath Kumar、Kuntebommanahalli N. Thimmaiah、Kanchugarakoppal S. Rangappa、Sheena Shashikanth

  DOI：10.1039/c5ra13891d

  日期：——

  A series of 2,4,5-trisubstituted imidazoles and 1,2-disubstituted benzimidazoles catalyzed by ZrO₂-supported-β-cyclodextrin (ZrO₂-β-CD) under solvent free conditions have been synthesized and characterized by spectral methods.

  通过ZrO₂支持的β-环糊精（ZrO₂-β-CD）催化的一系列2,4,5-三取代咪唑和1,2-二取代苯并咪唑在无溶剂条件下合成，并通过光谱方法进行了表征。
• Highly Efficient Chemoselective Synthesis of 2-Aryl-1-arylmethyl-1H-Benzimidazoles by Using TiCp2Cl2 Catalyst
  作者：Samiran Halder、Arup Datta

  DOI：10.13005/ojc/360623

  日期：2020.12.31

  One pot highly efficient chemoselective N-arylmethyl benzimidazole has been prepared by using catalyst TiCp2Cl2 in tetrahydrofuran solvent smoothly. This method is very much effective for the condensation between different aldehydes and various ortho-phenylenediamine to synthesize N-substituted benzimidazole. Clean reaction procedure, quick reaction, easy purification and high yield of the product are some advantages of this protocol. All the target molecules were identified by spectroscopic analysis and also verified melting points from literature value.

  使用催化剂TiCp2Cl2在四氢呋喃溶剂中，通过一锅高效的化学选择性N-芳基甲基苯并唑合成了一种新的方法。该方法非常适用于不同醛类和各种邻苯二胺之间的缩合反应，以合成N-取代苯并唑。这种方案具有反应过程干净、反应快速、易于纯化和产物收率高等优点。所有目标分子均通过光谱分析鉴定，并从文献值验证了熔点。
• Zn-Proline Catalyzed Selective Synthesis of 1,2-Disubstituted Benzimidazoles in Water
  作者：Varala Ravi、Enugala Ramu、Kotra Vijay、Adapa Srinivas Rao

  DOI：10.1248/cpb.55.1254

  日期：——

  Zn-proline (5 mol%) performs as a novel water-soluble and recyclable Lewis acid catalyst for the selective synthesis of 1,2-disubstituted benzimidazoles from wide range of substituted o-phenylenediamines and aldehydes in moderate to excellent isolated yields (42—92%) using water as solvent at ambient temperature.

  Zn-proline（5 mol%）作为一种新型水溶性和可回收的路易斯酸催化剂，可以在常温下以水为溶剂，从多种取代的邻苯二胺和醛中选择性合成1,2-二取代的苯并咪唑，得到了中到优良的分离产率（42%—92%）。
• Bimetallic Cu–Mn B spinel oxide catalyzed oxidative synthesis of 1,2-disubstituted benzimidazoles from benzyl bromides
  作者：Rohit Sharma、Firdoos Ahmad Sofi、Preeti Rana、Prasad V. Bharatam

  DOI：10.1039/c8nj05504a

  日期：——

  Cu–Mn B (a heterogeneous catalyst) catalyzed synthesis of 1-benzyl-2-phenyl-1H-benzo[d]imidazoles is reported.

  报道了Cu-Mn B（一种异质催化剂）催化合成1-苄基-2-苯基-1H-苯并[d]咪唑的方法。