2-(2-Methylbenzimidazol-1-yl)benzaldehyde | 1021241-03-1

• 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: 2-(2-Methylbenzimidazol-1-yl)benzaldehyde
• CAS: 1021241-03-1
• 化学式: C₁₅H₁₂N₂O
• 分子量: 236.273
• InChiKey: TXCSMMREJAVTOU-UHFFFAOYSA-N

物化性质

• 沸点：
  448.4±47.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-Methylbenzimidazol-1-yl)benzaldehyde 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以68%的产率得到苯并咪唑并[1,2-a]喹啉
  参考文献：
  名称：

  Novel Strategy for Synthesis of Substituted Benzimidazo[1,2-a]quinolines

  摘要：

  An efficient method for the synthesis of benzimidazo[1,2-a]quinolines under transition-metal-free conditions has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and intramolecular Knoevenagel condensation reactions. This method is applicable for the synthesis of a wide range of benzimidazo[1,2-a]quinoline derivatives from readily available 2-fluoroarylaldehyde and benzimidazole substrates.

  DOI：

  10.1021/ol4017723
• 作为产物：
  描述：

  2-甲基苯并咪唑 、 2-氟苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以19%的产率得到2-(2-Methylbenzimidazol-1-yl)benzaldehyde
  参考文献：
  名称：

  Novel Strategy for Synthesis of Substituted Benzimidazo[1,2-a]quinolines

  摘要：

  An efficient method for the synthesis of benzimidazo[1,2-a]quinolines under transition-metal-free conditions has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and intramolecular Knoevenagel condensation reactions. This method is applicable for the synthesis of a wide range of benzimidazo[1,2-a]quinoline derivatives from readily available 2-fluoroarylaldehyde and benzimidazole substrates.

  DOI：

  10.1021/ol4017723

文献信息

• Novel Strategy for Synthesis of Substituted Benzimidazo[1,2-<i>a</i>]quinolines
  作者：Jun-ya Kato、Yutaro Ito、Ryosuke Ijuin、Hiroshi Aoyama、Tsutomu Yokomatsu

  DOI：10.1021/ol4017723

  日期：2013.7.19

  An efficient method for the synthesis of benzimidazo[1,2-a]quinolines under transition-metal-free conditions has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and intramolecular Knoevenagel condensation reactions. This method is applicable for the synthesis of a wide range of benzimidazo[1,2-a]quinoline derivatives from readily available 2-fluoroarylaldehyde and benzimidazole substrates.