1-[2-(4-甲氧基苯氧基)-乙基]-1H-苯并咪唑-2-胺 | 325822-94-4

• 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: 1-[2-(4-甲氧基苯氧基)-乙基]-1H-苯并咪唑-2-胺
• 英文名称: 1-[2-(4-Methoxy-phenoxy)-ethyl]-1H-benzoimidazol-2-ylamine
• 英文别名: 1-[2-(4-methoxyphenoxy)ethyl]benzimidazol-2-amine
• CAS: 325822-94-4
• 化学式: C₁₆H₁₇N₃O₂
• 分子量: 283.33
• InChiKey: SWTGVGMUAVYHSO-UHFFFAOYSA-N

物化性质

• 溶解度：
  >42.5 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  62.3
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  N-(苄氧羰基)-2-甲基丙氨酸 、 1-[2-(4-甲氧基苯氧基)-乙基]-1H-苯并咪唑-2-胺 以 丙酮 为溶剂， 以85%的产率得到2-{3-[2-(4-chlorophenoxy)ethyl]-2-imino-2,3-dihydro-1H-benzimidazol-1-yl}-1-(5-nitrofuran-2-yl)-ethan-1-one hydrobromide
  参考文献：
  名称：

  Synthesis of 9-Substituted Imidazo[1,2-a]benzimidazoles Containing a 5-Nitrofuran-2-yl Fragment

  摘要：

  9-Substituted 2-(5-nitrofuran-2-yl)-9H-imidazo[1,2-a]benzimidazoles were synthesized for the first time by cyclization of quaternary salts obtained from 1-substituted benzimidazol-2-amines and 2-bromo-1-(5-nitrofuran-2-yl)ethan-1-one. 9-R-2-Methyl(aryl)-9H-imidazo[1,2-a]benzimidazoles reacted with 5-nitrofuran2-carbaldehyde and 4-nitrobenzaldehyde to give the corresponding secondary alcohols as a result of aldehyde addition to the 3-position of the tricyclic system. The Witting olefination of ethyl 2-(bromomethyl)-9-methyl-9H-imidazo[1,2-a]benzimidazole-3-carboxylate afforded 2-ethenylimidazo[1,2-a]benzimidazoles.

  DOI：

  10.1134/s1070428019100130

文献信息

• Synthesis of 9-Substituted Imidazo[1,2-a]benzimidazoles Containing a 5-Nitrofuran-2-yl Fragment
  作者：T. A. Kuzmenko、L. N. Divaeva、Yu. A. Sayapin、A. S. Morkovnik、G. S. Borodkin

  DOI：10.1134/s1070428019100130

  日期：2019.10

  9-Substituted 2-(5-nitrofuran-2-yl)-9H-imidazo[1,2-a]benzimidazoles were synthesized for the first time by cyclization of quaternary salts obtained from 1-substituted benzimidazol-2-amines and 2-bromo-1-(5-nitrofuran-2-yl)ethan-1-one. 9-R-2-Methyl(aryl)-9H-imidazo[1,2-a]benzimidazoles reacted with 5-nitrofuran2-carbaldehyde and 4-nitrobenzaldehyde to give the corresponding secondary alcohols as a result of aldehyde addition to the 3-position of the tricyclic system. The Witting olefination of ethyl 2-(bromomethyl)-9-methyl-9H-imidazo[1,2-a]benzimidazole-3-carboxylate afforded 2-ethenylimidazo[1,2-a]benzimidazoles.