4-(4-chlorophenyl)-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-2-(phenylamino)quinoline-3-carbonitrile | 1229931-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(4-chlorophenyl)-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-2-(phenylamino)quinoline-3-carbonitrile
• 英文别名: 2-Anilino-4-(4-chlorophenyl)-7,7-dimethyl-5-oxo-6,8-dihydroquinoline-3-carbonitrile
• CAS: 1229931-74-1
• 化学式: C₂₄H₂₀ClN₃O
• 分子量: 401.895
• InChiKey: PPSPZBYQBWKASE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  65.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异氰酸苯酯 、 4H-1-苯并吡喃-3-甲腈,2-氨基-4-(4-氯苯基)-5,6,7,8-四氢-7,7-二甲基-5-羰基- 在 碘 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以85%的产率得到4-(4-chlorophenyl)-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-2-(phenylamino)quinoline-3-carbonitrile
  参考文献：
  名称：

  Iodine-Promoted Domino Reaction Leading to N-Substituted 2-Aminoquinoline-3-carbonitriles under Microwave Irradiation

  摘要：

  A new iodine-promoted domino reaction of 2-aminochromene-3-carbonitriles with various isocyanates is described, and a set of polyfunctionalized N-substituted 2-aminoquinoline-3-carbonitriles with high regioselectivity were successfully synthesized under microwave heating. In this reaction, the ring-opening/recyclization process occurs unexpectedly at the ring of 4H-pyran with different isocyanates.

  DOI：

  10.1021/cc1000192

文献信息

• Iodine-Promoted Domino Reaction Leading to <i>N</i>-Substituted 2-Aminoquinoline-3-carbonitriles under Microwave Irradiation
  作者：Bo Jiang、Chao Li、Shu-Jiang Tu、Feng Shi

  DOI：10.1021/cc1000192

  日期：2010.7.12

  A new iodine-promoted domino reaction of 2-aminochromene-3-carbonitriles with various isocyanates is described, and a set of polyfunctionalized N-substituted 2-aminoquinoline-3-carbonitriles with high regioselectivity were successfully synthesized under microwave heating. In this reaction, the ring-opening/recyclization process occurs unexpectedly at the ring of 4H-pyran with different isocyanates.