1-苄基-5-硝基-2-苯基-1H-苯并咪唑 | 109747-57-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 1-苄基-5-硝基-2-苯基-1H-苯并咪唑
• 英文名称: 1-benzyl-5-nitro-2-phenyl-1H-benzo[d]imidazole
• 英文别名: 1-Benzyl-5-nitro-2-phenylbenzimidazole
• CAS: 109747-57-1
• 化学式: C₂₀H₁₅N₃O₂
• 分子量: 329.358
• InChiKey: TUGCTJNTMNALSJ-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C
• 沸点：
  560.9±52.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 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：
  63.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  溴甲苯 、 4-硝基邻苯二胺 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以48%的产率得到1-苄基-5-硝基-2-苯基-1H-苯并咪唑
  参考文献：
  名称：

  Bimetallic Cu–Mn B spinel oxide catalyzed oxidative synthesis of 1,2-disubstituted benzimidazoles from benzyl bromides

  摘要：

  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。

  DOI：

  10.1039/c8nj05504a

文献信息

• Nano ZnO Catalyzed One-Pot Synthesis of Benzimidazoles from o-Phenylenediamine with Aldehydes
  作者：Kun Qian、Xin Nian、Guan-Ming Zhu、Dong Mei Cui、Chen Zhang

  DOI：10.14233/ajchem.2015.19076

  日期：——

  Nano-ZnO was found to be a highly efficient and reusable heterogeneous catalyst for the one-pot synthesis of substituted benzimidazoles from aromatic aldehydes with o-phenylenediamine in moderate to good yield. The spent catalyst can be easily recovered and reused for five cycles with consistent activity.

  Nano-ZnO被发现是一种高效且可重复使用的异质催化剂，用于从芳香醛和邻苯二胺一锅合成取代的苯并咪唑，产率在中等到良好范围内。使用后的催化剂可以很容易地回收，并且在五轮反应中保持一致的活性。
• Rao; Ratnam, Proceedings - Indian Academy of Sciences, Section A, 1958, # 47, p. 77,78
  作者：Rao、Ratnam

  DOI：——

  日期：——
• A one-pot three-component reaction to access 1-alkyl-2-aryl-5-nitrobenzimidazoles under solvent-free conditions
  作者：F. Anthony Romero、Remond Moningka

  DOI：10.1016/j.tetlet.2010.06.094

  日期：2010.8

  A novel and expeditious method to access 1-alkyl-2-aryl-5-nitiobenzimidazoles has been developed Enlisting solvent-free conditions, 2-fluoro-5-nitroaniline, a primary amine, and substituted aldehyde were melted together in one-pot to generate a variety of 1-alkyl-2-aryl-5-nitrobenzimidazoles (C) 2010 Elsevier Ltd All lights reserved
• Highly Chemoselective Synthesis of Benzimidazoles in Sc(OTf)3-Catalyzed System
  作者：Liyan Fan、Wen Chen、Lulu Kong

  DOI：10.3987/com-15-13326

  日期：——

  The present researches elicit a simple, green and efficient method for the synthesis of substituted benzimidazoles through the coupling of o-phenylenediames with aldehydes catalyzed by Sc(OTf)(3) in ethanol, which obtains high chemoselectivity and excellent yield of many biologically active 1,2-disubstitued and 2-substituted benzimidazoles respectively and are also environment friendly.
• Rao; Ratnam, Journal of the Chemical Society, 1959, p. 3087,3088
  作者：Rao、Ratnam

  DOI：——

  日期：——