4-amino-5-benzoyl-1-(4-chloro-phenyl)-2-methoxy-pyrrole-3-carbonitrile | 197805-17-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-amino-5-benzoyl-1-(4-chloro-phenyl)-2-methoxy-pyrrole-3-carbonitrile
• 英文别名: 4-amino-5-benzoyl-1-(4-chlorophenyl)-2-methoxypyrrole-3-carbonitrile
• CAS: 197805-17-7
• 化学式: C₁₉H₁₄ClN₃O₂
• 分子量: 351.792
• InChiKey: YQDFYWYABLIURH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  81.04
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-amino-5-benzoyl-1-(4-chloro-phenyl)-2-methoxy-pyrrole-3-carbonitrile 在 吗啉 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成 1-(4-chloro-phenyl)-2-oxo-4-piperidin-1-yl-2,5-dihydro-1H-pyrrole-3-carbonitrile
  参考文献：
  名称：

  New syntheses of 2,4-diaminopyrroles and aminopyrrolinones

  摘要：

  Oxazolin-2-ylidene-malononitriles 3a-d, obtainable from thioketenaminals and alpha-halogen-ketones, react with primary and secondary amines to afford 2,4-diamino-pyrroles 5a-h. Mercaptobenzen as nucleophilic agent gives the 4-amino-2-phenylthio-pyrrole 5j. Analogously, cyano-(3,5-diphenyl-3H-oxazol-2-ylidene)-acetic acid methyl esters were prepared as intermediates for the synthesis of 2-amino-4-oxo-pyrrolines 10a-d. The isomeric 4-amino-2-oxo-pyrrolines 13a-d can be obtained from 4-amino-2-methoxy-pyrroles, which serves as proof for the position of substituents. The structures were investigated by H-1 and C-13 NMR spectroscopy.

  DOI：

  10.1007/bf00807103
• 作为产物：
  描述：

  3-(4-chloro-anilino)-2-cyano-3-methylthio-acrylonitrile 在 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 4-amino-5-benzoyl-1-(4-chloro-phenyl)-2-methoxy-pyrrole-3-carbonitrile
  参考文献：
  名称：

  New syntheses of 2,4-diaminopyrroles and aminopyrrolinones

  摘要：

  Oxazolin-2-ylidene-malononitriles 3a-d, obtainable from thioketenaminals and alpha-halogen-ketones, react with primary and secondary amines to afford 2,4-diamino-pyrroles 5a-h. Mercaptobenzen as nucleophilic agent gives the 4-amino-2-phenylthio-pyrrole 5j. Analogously, cyano-(3,5-diphenyl-3H-oxazol-2-ylidene)-acetic acid methyl esters were prepared as intermediates for the synthesis of 2-amino-4-oxo-pyrrolines 10a-d. The isomeric 4-amino-2-oxo-pyrrolines 13a-d can be obtained from 4-amino-2-methoxy-pyrroles, which serves as proof for the position of substituents. The structures were investigated by H-1 and C-13 NMR spectroscopy.

  DOI：

  10.1007/bf00807103