2,5-dimethyl-1-(4-methyl-3-nitrophenyl)-1H-pyrrole | 340226-75-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,5-dimethyl-1-(4-methyl-3-nitrophenyl)-1H-pyrrole
• 英文别名: 2,5-dimethyl-1-(4-methyl-3-nitrophenyl)pyrrole
• CAS: 340226-75-7
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: REMBVYZZSNCLTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-dimethyl-1-(4-methyl-3-nitrophenyl)-1H-pyrrole 在 iron(III) chloride hexahydrate 、 甲烷 、 一水合肼 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 15.0h， 生成 6-(2,5-dimethyl-1H-pyrrol-1-yl)-1H-indole
  参考文献：
  名称：

  Convenient modification of the Leimgruber-Batcho indole synthesis: reduction of 2-nitro-β-pyrrolidinostyrenes by the FeCl3–activated carbon–N2H4∙H2O system

  摘要：

  A new catalytic system containing ferric chloride, activated carbon, and hydrazine has been proposed for the reductive cyclization of beta-dialkylamino-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions.

  DOI：

  10.1007/s10593-011-0776-2
• 作为产物：
  描述：

  2,5-己二酮 、 4-甲基-3-硝基苯胺 在 溶剂黄146 作用下， 反应 2.0h， 以88%的产率得到2,5-dimethyl-1-(4-methyl-3-nitrophenyl)-1H-pyrrole
  参考文献：
  名称：

  Convenient modification of the Leimgruber-Batcho indole synthesis: reduction of 2-nitro-β-pyrrolidinostyrenes by the FeCl3–activated carbon–N2H4∙H2O system

  摘要：

  A new catalytic system containing ferric chloride, activated carbon, and hydrazine has been proposed for the reductive cyclization of beta-dialkylamino-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions.

  DOI：

  10.1007/s10593-011-0776-2

文献信息

• Convenient modification of the Leimgruber-Batcho indole synthesis: reduction of 2-nitro-β-pyrrolidinostyrenes by the FeCl3–activated carbon–N2H4∙H2O system
  作者：I. V. Taydakov、T. Ya. Dutova、E. N. Sidorenko、S. S. Krasnoselsky

  DOI：10.1007/s10593-011-0776-2

  日期：2011.7

  A new catalytic system containing ferric chloride, activated carbon, and hydrazine has been proposed for the reductive cyclization of beta-dialkylamino-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions.