2-acetyl-1,4-dimethyl-1H-pyrrole-3-carbonitrile | 1423131-98-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-acetyl-1,4-dimethyl-1H-pyrrole-3-carbonitrile
• 英文别名: 2-Acetyl-1,4-dimethylpyrrole-3-carbonitrile；2-acetyl-1,4-dimethylpyrrole-3-carbonitrile
• CAS: 1423131-98-9
• 化学式: C₉H₁₀N₂O
• 分子量: 162.191
• InChiKey: RJXAMOSLUZIJSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基炔丙基胺 、 2-(bis(ethylthio)methylene)-3-oxobutyronitrile 在 potassium carbonate 作用下， 以 水 为溶剂， 反应 10.0h， 以70%的产率得到2-acetyl-1,4-dimethyl-1H-pyrrole-3-carbonitrile
  参考文献：
  名称：

  [3+2] Cycloadditions of α-acyl ketene dithioacetals with propargylamines: pyrrole synthesis in water

  摘要：

  A series of 2,3,4-trisubstituted and 1,2,3,4-tetrasubstituted pyrroles were synthesized via [3+2] cycloaddition of alpha-acyl ketene dithioacetals (or related substrates) with commercially available propargylamines as 1,3-dipoles in water. Most of the reactions can be performed in the absence of an external base. The reaction of secondary amine (N-methylprop-2-yn-1-amine) with alpha-acyl ketene dithioacetals showed different reaction behaviours depending on the addition or absence of an external base. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.020

文献信息

• [3+2] Cycloadditions of α-acyl ketene dithioacetals with propargylamines: pyrrole synthesis in water
  作者：Chuan-Qing Ren、Chong-Hui Di、Yu-Long Zhao、Jing-Ping Zhang

  DOI：10.1016/j.tetlet.2013.01.020

  日期：2013.3

  A series of 2,3,4-trisubstituted and 1,2,3,4-tetrasubstituted pyrroles were synthesized via [3+2] cycloaddition of alpha-acyl ketene dithioacetals (or related substrates) with commercially available propargylamines as 1,3-dipoles in water. Most of the reactions can be performed in the absence of an external base. The reaction of secondary amine (N-methylprop-2-yn-1-amine) with alpha-acyl ketene dithioacetals showed different reaction behaviours depending on the addition or absence of an external base. (C) 2013 Elsevier Ltd. All rights reserved.