1-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole

• 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-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole
• 英文别名: 1-methyl-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazole；1-Methyl-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol
• 化学式: C₁₁H₁₂N₂
• 分子量: 172.23
• InChiKey: BIKGEIAPWSWPBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  2-(2-methylcyclopropyl)-1H-benzimidazole 反应 2.0h， 以56%的产率得到1-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole
  参考文献：
  名称：

  Synthesis of 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazoles via the cyclopropyliminium rearrangement of substituted 2-cyclopropylbenzimidazoles

  摘要：

  2-Cyclopropylbenzimidazole derivatives with various substituents in the small ring undergo cyclopropyliminium rearrangement into 2,3-dihydropyrrolobenzimidazoles substituted at positions 1, 2 or 3. The substrates containing a functional group in position 1 of the cyclopropane ring form products substituted at position 3. Substituents at position 2 in most cases lead to the formation of a mixture of isomers. The reaction can be directed to yield one of the isomers predominantly by varying the solvent polarity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.02.021

文献信息

• Bistrzycki; Schmutz, Justus Liebigs Annalen der Chemie, 1918, vol. 415, p. 18
  作者：Bistrzycki、Schmutz

  DOI：——

  日期：——
• [EN] COMPOSITION COMPRISING AT LEAST ONE SUBSTITUTED CARBOCYANINE DERIVATIVE, KERATIN FIBRE TREATMENT METHOD USING SAME, ASSOCIATED DEVICE AND USE THEREOF<br/>[FR] COMPOSITION COMPRENANT AU MOINS UN DERIVE SUBSTITUE DE CARBOCYANINE, PROCEDE DE TRAITEMENT DES FIBRES KERATINIQUES LA METTANT EN OEVRE, DISPOSITIF ET UTILISATION
  申请人：OREAL

  公开号：WO2006030127A1

  公开（公告）日：2006-03-23

  L'invention concerne une composition comprenant, dans un milieu cosmétiquement acceptable, au moins un colorant direct particulier. L'invention concerne de plus un procédé de traitement de fibres kératiniques en particulier humaines, mettant en jeu la composition précitée, ainsi qu'un dispositif la comprenant. Enfin, elle a pour objet l'utilisation la composition selon l'invention comme agent éclaircissant,et/ou comme agent colorant desdites fibres.
• Synthesis of 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazoles via the cyclopropyliminium rearrangement of substituted 2-cyclopropylbenzimidazoles
  作者：Rinat F. Salikov、Dmitry N. Platonov、Aleksandr E. Frumkin、Dmitry L. Lipilin、Yury V. Tomilov

  DOI：10.1016/j.tet.2013.02.021

  日期：2013.4

  2-Cyclopropylbenzimidazole derivatives with various substituents in the small ring undergo cyclopropyliminium rearrangement into 2,3-dihydropyrrolobenzimidazoles substituted at positions 1, 2 or 3. The substrates containing a functional group in position 1 of the cyclopropane ring form products substituted at position 3. Substituents at position 2 in most cases lead to the formation of a mixture of isomers. The reaction can be directed to yield one of the isomers predominantly by varying the solvent polarity. (C) 2013 Elsevier Ltd. All rights reserved.