[3-(4-diethylamino-methyl-phenyl)-5-(4-methoxy-phenyl)-pyrrol-2-ylidene]-[5-(4-fluoro-phenyl)-3-phenyl-1H-pyrrol-2-yl]-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: [3-(4-diethylamino-methyl-phenyl)-5-(4-methoxy-phenyl)-pyrrol-2-ylidene]-[5-(4-fluoro-phenyl)-3-phenyl-1H-pyrrol-2-yl]-amine
• 英文别名: N-ethyl-N-[[4-[(2Z)-2-[[5-(4-fluorophenyl)-3-phenyl-1H-pyrrol-2-yl]imino]-5-(4-methoxyphenyl)pyrrol-3-yl]phenyl]methyl]ethanamine
• 化学式: C₃₈H₃₅FN₄O
• 分子量: 582.721
• InChiKey: GLSMIECFGVYVKL-CWAJCWQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  53
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-溴甲基苯甲醛 在 氢氧化钾 、 sodium hydroxide 、 ammonium acetate 、 乙酸酐 、 溶剂黄146 、 二乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 38.0h， 生成 [3-(4-diethylamino-methyl-phenyl)-5-(4-methoxy-phenyl)-pyrrol-2-ylidene]-[5-(4-fluoro-phenyl)-3-phenyl-1H-pyrrol-2-yl]-amine
  参考文献：
  名称：

  A Modular Synthesis of Unsymmetrical Tetraarylazadipyrromethenes

  摘要：

  A stepwise route to unsymmetrical tetraarylazadipyrromethenes by a condensation of 2,4-diaryl-5-nitroso-pyrroles with 2,4-diarylpyrroles is described. This modular building-block approach allows for the introduction of up to four different aryl substituents on the azadipyrromethene and is tolerant of a varied substituent set. An efficient synthesis of the 2,4-diarylpyrroles building blocks from 1,3-diaryl-4-nitro-butan-1-ones by nitro hydrolysis to a keto-aldehyde and subsequent ammonia condensation reaction has been achieved. The facile conversion of 2,4-diarylpyrroles into their alpha-nitroso analogues by their reaction with sodium nitrite generated the second building block required for the synthesis.

  DOI：

  10.1021/jo050696k

文献信息

• A Modular Synthesis of Unsymmetrical Tetraarylazadipyrromethenes
  作者：Michael J. Hall、Shane O. McDonnell、John Killoran、Donal F. O'Shea

  DOI：10.1021/jo050696k

  日期：2005.7.1

  A stepwise route to unsymmetrical tetraarylazadipyrromethenes by a condensation of 2,4-diaryl-5-nitroso-pyrroles with 2,4-diarylpyrroles is described. This modular building-block approach allows for the introduction of up to four different aryl substituents on the azadipyrromethene and is tolerant of a varied substituent set. An efficient synthesis of the 2,4-diarylpyrroles building blocks from 1,3-diaryl-4-nitro-butan-1-ones by nitro hydrolysis to a keto-aldehyde and subsequent ammonia condensation reaction has been achieved. The facile conversion of 2,4-diarylpyrroles into their alpha-nitroso analogues by their reaction with sodium nitrite generated the second building block required for the synthesis.