2-chloro-5,8-dimethoxy-3-(2,5-dimethoxyphenylamino)quinoline

• 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: 2-chloro-5,8-dimethoxy-3-(2,5-dimethoxyphenylamino)quinoline
• 英文别名: 3-chloro-N-(2,5-dimethoxyphenyl)-5,8-dimethoxyquinolin-2-amine
• 化学式: C₁₉H₁₉ClN₂O₄
• 分子量: 374.824
• InChiKey: MIHSYBOCFNFMSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  61.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氯-N-(2,5-二甲氧基苯基)乙酰胺 在 三氯氧磷 作用下， 以 溶剂黄146 为溶剂， 反应 5.5h， 生成 2-chloro-5,8-dimethoxy-3-(2,5-dimethoxyphenylamino)quinoline
  参考文献：
  名称：

  New findings on the Vilsmeier-Haack approach to quinoline derivatives

  摘要：

  The presence of electron-releasing substituents on the aromatic ring of anilides. although necessary for the Vilsmeier-Haack cyclization to quinolines to proceed efficiently, can cause failure of the expected cyclization. leading to (Z) N,N-dimethylformamidines through an alternative course. A similar behaviour is observed when pi-donor groups are introduced on the alpha position of the anilide, although in this case some cyclization to quinoline derivatives generally occurs.

  DOI：

  10.1016/s0040-4020(01)80253-2

文献信息

• New findings on the Vilsmeier-Haack approach to quinoline derivatives
  作者：Miguel Ángel Alonso、J.Ignacio Úbeda、Carmen Avendaño、J.Carlos Menéndez、Mercedes Villacampa

  DOI：10.1016/s0040-4020(01)80253-2

  日期：1993.1

  The presence of electron-releasing substituents on the aromatic ring of anilides. although necessary for the Vilsmeier-Haack cyclization to quinolines to proceed efficiently, can cause failure of the expected cyclization. leading to (Z) N,N-dimethylformamidines through an alternative course. A similar behaviour is observed when pi-donor groups are introduced on the alpha position of the anilide, although in this case some cyclization to quinoline derivatives generally occurs.