5-甲基-2-丙基-1H-苯并咪唑 | 5473-06-3

• 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: 5-甲基-2-丙基-1H-苯并咪唑
• 英文名称: 6-methyl-2-n-propyl-1H-benzimidazole
• 英文别名: 6-methyl-2-propyl-1H-benzimidazole
• CAS: 5473-06-3
• 化学式: C₁₁H₁₄N₂
• mdl: MFCD06312155
• 分子量: 174.246
• InChiKey: RCVFZYIDHRLOHX-UHFFFAOYSA-N

物化性质

• 熔点：
  154-156 °C
• 沸点：
  363.6±11.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  28.68
• 氢给体数：
  1.0
• 氢受体数：
  1.0

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  butyric acid-(4-methyl-2-nitro-anilide) 生成 5-甲基-2-丙基-1H-苯并咪唑
  参考文献：
  名称：

  Fichter; Rosenberger, Journal fur praktische Chemie (Leipzig 1954), 1906, vol. <2>74, p. 323

  摘要：

  DOI：

文献信息

• Ag–TiO₂/Clay Composite Photocatalyst for the Oxidation–Cyclization of 1,2-Diamine Compounds with Propylene Glycol or Alcohols
  作者：Kaliyamoorthy Selvam、Mari Annadhasan、Rengasamy Velmurugan、Meenakshisundaram Swaminathan

  DOI：10.1246/bcsj.20090319

  日期：2010.7.15

  Silver-loaded TiO2 (Ag–TiO2) and acidic clay (K10 montmorillonite) composite photocatalyst has been successfully applied for the light-induced conversion of o-phenylenediamine (OPD) and its derivatives to substituted benzimidazoles with various alcohols in acetonitrile using UV-A and solar light. The influence of the various photocatalysts, solvents, and substituents on the yield and selectivity of the products has been investigated. The mechanism of photocatalysis is proposed. Loading silver on TiO2 enhances product yield and selectivity both in UV and solar light. In the presence of primary alcohols, 2-aminothiophenol forms only disulfide and hence Ag–TiO2/clay can be used as a green catalyst for the synthesis of disulfides.

  负载银的TiO2（Ag–TiO2）和酸性粘土（K10蒙脱石）复合光催化剂已成功应用于紫外A和太阳光诱导的邻苯二胺（OPD）及其衍生物与多种醇在乙腈中的光催化转化合成取代苯并咪唑。考察了不同光催化剂、溶剂和取代基对产物收率和选择性的影响。提出了光催化机理。在TiO2上负载银可以提高紫外和太阳光下产物的收率和选择性。在存在一级醇的情况下，2-氨基硫酚仅形成二硫化物，因此Ag–TiO2/粘土可用作合成二硫化物的绿色催化剂。
• Copper-Catalyzed Synthesis of Benzimidazoles via Cascade Reactions of <i>o</i>-Haloacetanilide Derivatives with Amidine Hydrochlorides
  作者：Daoshan Yang、Hua Fu、Liming Hu、Yuyang Jiang、Yufen Zhao

  DOI：10.1021/jo8014984

  日期：2008.10.3

  developed an efficient method for the synthesis of benzimidazoles via cascade reactions of o-haloacetoanilide derivatives with amidine hydrochlorides. The protocol uses 10 mol % CuBr as the catalyst, Cs2CO3 as the base, and DMSO as the solvent, and no ligand is required. The procedure proceeds via the sequential coupling of o-haloacetoanilide derivatives with amidines, hydrolysis of the intermediates (amides)

  我们已经开发了一种通过邻卤代乙酰苯胺衍生物与with盐酸盐的级联反应合成苯并咪唑的有效方法。该方案使用10 mol％的CuBr作为催化剂，使用Cs2CO3作为碱，使用DMSO作为溶剂，并且不需要配体。该过程通过邻卤代乙酰苯胺衍生物与am的顺序偶联，中间体（酰胺）的水解以及分子内环化（损失NH3）进行，得到2取代的1H-苯并咪唑。
• Water-Mediated Synthesis of 2-Substituted Benzimidazoles by Boric Acid and Glycerol
  作者：Chhanda Mukhopadhyay、Pradip Kumar Tapaswi、Ray J. Butcher

  DOI：10.1071/ch08309

  日期：——

  A very simple, mild, and highly efficient green catalyst has been developed for the synthesis of 2-substituted benzimidazoles by treatment of substituted ortho-phenylenediamines and aldehydes in water at 80°C in the presence of boric acid (5 mol-%) and glycerol (0.05 mL). This methodology has been standardized on 55 substrates, and nine new compounds have been synthesized.

  已开发出一种非常简单，温和且高效的绿色催化剂，用于在硼酸（5摩尔％）和80℃的存在下于80°C的水中处理取代的邻苯二胺和醛来合成2-取代的苯并咪唑。甘油（0.05 mL）。该方法已在55种底物上标准化，并合成了9种新化合物。
• ANTI-VIRAL COMPOUNDS
  申请人：AbbVie Ireland Unlimited Company

  公开号：EP3438106A1

  公开（公告）日：2019-02-06

  This invention relates to processes and intermediates for making compounds which are effective in inhibiting replication of Hepatitis C virus (HCV).

  本发明涉及用于制造有效抑制丙型肝炎病毒（HCV）复制的化合物的工艺和中间体。
• Water-soluble preflux, printed circuit board, and process for treating the surface of a metal in a printed circuit board
  申请人：——

  公开号：US20030141351A1

  公开（公告）日：2003-07-31

  The invention provides a water-soluble prefluxe that can solve problems with a soldering land array having a narrow spacing in that fused solder is likely to cause soldering bridges with defective soldering, a printed circuit board with its film formed thereon, and a surface treatment process for a metal in that circuit. The water-soluble preflus comprises given two different benzimidazoles compound and an iodine-based compound optionally with an amino acid, etc. The invention provides a printed circuit board with a film of that preflux formed thereon, and a surface treatment process for the metal in that circuit.

  本发明提供了一种水溶性预熔剂，它可以解决焊接地阵列间距较窄，熔化焊料容易造成焊接桥和焊接缺陷的问题，还提供了一种印刷电路板及其上形成的薄膜，以及该电路中金属的表面处理工艺。水溶性预熔剂包括给定的两种不同的苯并咪唑化合物和一种碘基化合物（可选）以及一种氨基酸等。本发明提供了一种印刷电路板，其上形成了一层该预熔剂的薄膜，以及该电路中金属的表面处理工艺。