2-丁基-1-戊基苯并咪唑 | 110073-41-1

• 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: 2-丁基-1-戊基苯并咪唑
• 英文名称: 2-butyl-1-pentyl-1H-benzoimidazole
• 英文别名: 2-Butyl-1-pentyl-1H-benzimidazole；2-butyl-1-pentylbenzimidazole
• CAS: 110073-41-1
• 化学式: C₁₆H₂₄N₂
• 分子量: 244.38
• InChiKey: QODZGYIRMUIBIT-UHFFFAOYSA-N

物化性质

• 沸点：
  383.1±11.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  正戊醛 、 邻苯二胺 在 In₂O₃ nanoparticles 作用下， 以 乙醇 、 水 为溶剂， 反应 2.75h， 以83%的产率得到2-丁基-1-戊基苯并咪唑
  参考文献：
  名称：

  纳米氧化铟：在水性介质中合成1,2-二取代苯并咪唑的有效催化剂

  摘要：

  通过在水介质中温和的反应条件下，使用纳米In 2 O 3作为有效的催化剂，通过二胺与醛的缩合反应，开发了1,2-二取代的苯并咪唑的合成方法。该方法适用于芳基，脂族，杂芳基醛。In 2 O 3中的纳米颗粒是可回收的，而不会损失明显的催化活性。

  DOI：

  10.1016/j.tetlet.2012.02.021

文献信息

• Supercritical methanol as solvent and carbon source in the catalytic conversion of 1,2-diaminobenzenes and 2-nitroanilines to benzimidazoles
  作者：Zhuohua Sun、Giovanni Bottari、Katalin Barta

  DOI：10.1039/c5gc01040c

  日期：——

  Benzimidazoles and N-methylbenzimidazoles were synthesized by simply heating 1,2-diaminobenzenes in supercritical methanol over copper-doped porous metal oxides.

  苯并咪唑和N-甲基苯并咪唑是通过在掺铜多孔金属氧化物中超临界甲醇中加热1,2-二氨基苯合成的。
• Synthesis of functionalized benzimidazoles and quinoxalines catalyzed by sodium hexafluorophosphate bound Amberlite resin in aqueous medium
  作者：Pranab Ghosh、Amitava Mandal

  DOI：10.1016/j.tetlet.2012.09.045

  日期：2012.11

  for the selective synthesis of 1,2-disubstituted benzimidazoles and quinoxalines in water–methanol (1:1) mixture with the aid of resin bound hexafluorophosphate ion as catalyst is reported. The method is also effective for the incorporation of quinoxaline nucleus at the A ring of pentacyclic triterpenoid, friedelin. A plausible mechanism for the formation of disubstituted benzimidazole has also been suggested

  报道了一种非常简单，环保和通用的方法，该方法可通过树脂结合的六氟磷酸根离子作为催化剂，在水-甲醇（1：1）混合物中选择性合成1,2-二取代的苯并咪唑和喹喔啉。该方法对于在五环三萜类化合物Friedelin的A环上引入喹喔啉核也是有效的。还已经提出了形成二取代的苯并咪唑的合理机理。
• Facile and efficient aerobic one-pot synthesis of benzimidazoles using Ce(NO3)3·6H2O as promoter
  作者：Guilherme M. Martins、Thiago Puccinelli、Rogério A. Gariani、Fernando R. Xavier、Claudio C. Silveira、Samuel R. Mendes

  DOI：10.1016/j.tetlet.2017.04.020

  日期：2017.5

  A series of 2-substituted benzimidazoles was synthesized under aerobic conditions, by simply heating 1,2-diaminobenzene and aldehydes in DMF at 80 °C, employing Ce(NO3)3·6H2O as promoter and atmospheric air as an efficient oxidant. The procedure afforded the products from good to excellent yields. Furthermore, this new economic and eco-friendly protocol avoids the use of toxic metal catalysts, as well

  以Ce（NO 3）3 ·6H 2 O为促进剂，在大气中作为有效氧化剂，在好氧条件下，通过在80°C的DMF中简单加热1,2-二氨基苯和醛，合成了一系列2-取代的苯并咪唑。。该程序使产物从良品到极好的收率。此外，这种新的经济和环保协议避免了使用有毒金属催化剂以及其他碱和氧化剂。
• Synthesis of 1,2-disubstitued benzimidazoles using SiO2/ZnCl2
  作者：Raquel G. Jacob、Luiz G. Dutra、Cátia S. Radatz、Samuel R. Mendes、Gelson Perin、Eder J. Lenardão

  DOI：10.1016/j.tetlet.2009.01.076

  日期：2009.4

  A general and easy method for the synthesis of several 1,2-disubstituted benzimidazoles using SiO2/ZnCl2 and solvent-free conditions is described, This efficient and improved method furnishes selectively and in good yields the corresponding 1,2-bis(organyl)-benzimidazoles starting from o-phenylenediamine and aromatic or aliphatic aldehydes. The catalytic system was re-Used up three times and the use of focused microwaves accelerates the reaction. (C) 2009 Elsevier Ltd. All rights reserved.
• γ-Maghemite-silica nanocomposite: A green catalyst for diverse aromatic N-heterocycles
  作者：Pranab Ghosh、Amitava Mandal、Raju Subba

  DOI：10.1016/j.catcom.2013.06.026

  日期：2013.11

  gamma-Maghemite-silica nanocomposite has been applied as a green catalyst to synthesize variety of aromatic N-heterocycles under solvent free conditions. Characterization was done by modern analytical tools (UV, IR, AAS, DSC, EDXRF, powdered XRD, EPR, Mossbauer and TEM). Mild reaction conditions and recyclability have made the present protocol both environmentally and economically viable. (c) 2013 Elsevier B.V. All rights reserved.