(9ci)-5H-吡咯并[1,2-c]咪唑-3-羧酸甲酯 | 292064-22-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (9ci)-5H-吡咯并[1,2-c]咪唑-3-羧酸甲酯
• 英文名称: 5H-Pyrrolo[1,2-c]imidazole-3-carboxylic acid methyl ester
• 英文别名: methyl 5H-pyrrolo[1,2-c]imidazole-3-carboxylate
• CAS: 292064-22-3
• 化学式: C₈H₈N₂O₂
• 分子量: 164.164
• InChiKey: NENFZWWZFLXKBI-UHFFFAOYSA-N

物化性质

• 沸点：
  316.3±45.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2S,3R)-3-(2,6-Dichloro-phenyl)-2-(2-formyl-pyrrol-1-yl)-aziridine-2-carboxylic acid methyl ester 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 以89%的产率得到(9ci)-5H-吡咯并[1,2-c]咪唑-3-羧酸甲酯
  参考文献：
  名称：

  Novel aziridine esters by the addition of aromatic nitrogen heterocycles to a 2H-azirine-3-carboxylic ester

  摘要：

  Methyl 2-(2,6-dichlorophenyl)-2H-azirine-3-carboxoylate acts as an efficient alkylating agent for a variety of five-membered aromatic heterocycles. The aziridines derived from heterocycles that bear an alpha-carbonyl substituent react with TFA to give pyrroloimidazoles; 2,6-dichlorobenzaldehyde is also produced. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00755-3

文献信息

• Novel aziridine esters by the addition of aromatic nitrogen heterocycles to a 2H-azirine-3-carboxylic ester
  作者：Maria José Alves、Paula M.T Ferreira、Hernâni L.S Maia、Luı́s S Monteiro、Thomas L Gilchrist

  DOI：10.1016/s0040-4039(00)00755-3

  日期：2000.6

  Methyl 2-(2,6-dichlorophenyl)-2H-azirine-3-carboxoylate acts as an efficient alkylating agent for a variety of five-membered aromatic heterocycles. The aziridines derived from heterocycles that bear an alpha-carbonyl substituent react with TFA to give pyrroloimidazoles; 2,6-dichlorobenzaldehyde is also produced. (C) 2000 Elsevier Science Ltd. All rights reserved.