methyl 2-(1-naphthyl)-4,5-dihydro-1H-5-imidazolecarboxylate | 906370-50-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-(1-naphthyl)-4,5-dihydro-1H-5-imidazolecarboxylate
• 英文别名: methyl 2-naphthalen-1-yl-4,5-dihydro-1H-imidazole-5-carboxylate
• CAS: 906370-50-1
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: LACNYHJBGUMRNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(1-naphthyl)-4,5-dihydro-1H-5-imidazolecarboxylate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 吡啶 、 四氯化碳 、 乙腈 为溶剂， 反应 24.0h， 以93%的产率得到methyl 2-(1-naphthyl)-1H-5-imidazolecarboxylate
  参考文献：
  名称：

  Expeditious Synthesis of 2-Aryl Substituted Imidazolines and Imidazoles

  摘要：

  A versatile and efficient method for the synthesis of 2-aryl substituted imidazolines and imidazoles bearing a carboxylate group on C-4 is reported. Three different synthetic pathways were explored, compared and optimized. The selected procedure involves condensation of methyl 2,3-diaminopropionate with different imino ethers. The ring closure, monitored by LC-MS analysis, was facilitated by heating at reflux in ethanol leading to increase the rate of cyclization.

  DOI：

  10.3987/com-06-10708
• 作为产物：
  描述：

  萘-1-甲酰胺 以 乙醇 、 二氯甲烷 为溶剂， 反应 168.0h， 生成 methyl 2-(1-naphthyl)-4,5-dihydro-1H-5-imidazolecarboxylate
  参考文献：
  名称：

  Expeditious Synthesis of 2-Aryl Substituted Imidazolines and Imidazoles

  摘要：

  A versatile and efficient method for the synthesis of 2-aryl substituted imidazolines and imidazoles bearing a carboxylate group on C-4 is reported. Three different synthetic pathways were explored, compared and optimized. The selected procedure involves condensation of methyl 2,3-diaminopropionate with different imino ethers. The ring closure, monitored by LC-MS analysis, was facilitated by heating at reflux in ethanol leading to increase the rate of cyclization.

  DOI：

  10.3987/com-06-10708