2,3-Dichloro-5,8-dimethoxyquinoline | 154843-31-9

• 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: 2,3-Dichloro-5,8-dimethoxyquinoline
• CAS: 154843-31-9
• 化学式: C₁₁H₉Cl₂NO₂
• 分子量: 258.104
• InChiKey: NQSMEQAUNYUHJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-Dichloro-5,8-dimethoxyquinoline 、 2,5-二甲氧基苯胺 以 溶剂黄146 为溶剂， 反应 4.0h， 以44%的产率得到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
• 作为产物：
  描述：

  2,5-二甲氧基苯胺 在 三氯氧磷 作用下， 以 苯 为溶剂， 反应 2.5h， 生成 2,3-Dichloro-5,8-dimethoxyquinoline
  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.

表征谱图