7-Bromo-5,8-dimethoxyquinoline | 479664-24-9

• 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: 7-Bromo-5,8-dimethoxyquinoline
• CAS: 479664-24-9
• 化学式: C₁₁H₁₀BrNO₂
• 分子量: 268.11
• InChiKey: BLQVQYPBXPLNKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 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：

  7-Bromo-5,8-dimethoxyquinoline 在 ammonium cerium (IV) nitrate 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 0.17h， 生成 7-bromoquinoline-5,8-dione
  参考文献：
  名称：

  A regioselective approach toward the synthesis of pharmacologically important quinone-containing heterocyclic systems

  摘要：

  An inexpensive and regioselective approach to dihydrothieno[3,2-g]quinoline-4,9-dione is reported. A combination of a mild version of Skraup reaction with a sequential substitution/Michael addition allowed the selective preparation in acceptable yield of a pharmacologically important quinone derivative, previously obtained only in trace and together with the other regioisomer. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.123
• 作为产物：
  描述：

  5,8-二甲氧基喹啉 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 7-Bromo-5,8-dimethoxyquinoline
  参考文献：
  名称：

  A regioselective approach toward the synthesis of pharmacologically important quinone-containing heterocyclic systems

  摘要：

  An inexpensive and regioselective approach to dihydrothieno[3,2-g]quinoline-4,9-dione is reported. A combination of a mild version of Skraup reaction with a sequential substitution/Michael addition allowed the selective preparation in acceptable yield of a pharmacologically important quinone derivative, previously obtained only in trace and together with the other regioisomer. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.123