2,6-dimethyl-1-((5-methylfuran-2-yl)methyl)-1H-benzo[d]imidazole | 1514589-97-9

• 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: 2,6-dimethyl-1-((5-methylfuran-2-yl)methyl)-1H-benzo[d]imidazole
• CAS: 1514589-97-9
• 化学式: C₁₅H₁₆N₂O
• 分子量: 240.305
• InChiKey: MNJLQWBKRLQULL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  30.96
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,6-dimethyl-1-((5-methylfuran-2-yl)methyl)-1H-benzo[d]imidazole 在 titanium(IV) isopropylate 、 盐酸 、 三乙胺 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Synthesis of 2-Methyl-1-[(5-methylfuran-2-yl)methyl]- and 2-Methyl-1-[(5-methylpyrrol-2-yl)methyl]-1H-benzimidazoles

  摘要：

  A method for the synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]-1H-benzimidazoles based on the intramolecular cyclization of vicinal N-[(5-methylfuran-2-yl)methyl]aminoanilides has been developed. A study was carried out on the protolytic opening of the furan ring leading to the formation of a diketone fragment, which was then used for the formation of N-substituted pyrrole ring by the Paal-Knorr method. The effect of the nature of the amine on the cyclization was demonstrated.

  DOI：

  10.1007/s10593-013-1374-2
• 作为产物：
  描述：

  在 盐酸 作用下， 以 甲醇 、 乙醇 为溶剂， 以88%的产率得到2,6-dimethyl-1-((5-methylfuran-2-yl)methyl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  Synthesis of 2-Methyl-1-[(5-methylfuran-2-yl)methyl]- and 2-Methyl-1-[(5-methylpyrrol-2-yl)methyl]-1H-benzimidazoles

  摘要：

  A method for the synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]-1H-benzimidazoles based on the intramolecular cyclization of vicinal N-[(5-methylfuran-2-yl)methyl]aminoanilides has been developed. A study was carried out on the protolytic opening of the furan ring leading to the formation of a diketone fragment, which was then used for the formation of N-substituted pyrrole ring by the Paal-Knorr method. The effect of the nature of the amine on the cyclization was demonstrated.

  DOI：

  10.1007/s10593-013-1374-2