4-methoxy-1H-quinoline-2,5,8-trione | 479682-19-4

• 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-methoxy-1H-quinoline-2,5,8-trione
• 英文别名: Bgpwshcohryuoo-uhfffaoysa-
• CAS: 479682-19-4
• 化学式: C₁₀H₇NO₄
• 分子量: 205.17
• InChiKey: BGPWSHCOHRYUOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  72.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methoxy-1H-quinoline-2,5,8-trione 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 4.0h， 生成 2,4,7-trimethoxybenzo[g]quinoline-5,10-dione
  参考文献：
  名称：

  A Synthesis of Oxygenated 1-Azaanthra- quinones via Diels-Alder Reaction of 2,4-Dioxygenated Quinoline-5,8-diones with 1-Methoxy-3-trimethylsilyloxy- 1,3-butadiene

  摘要：

  Diels-Alder reaction of 2,4-dioxygenated quinoline-5,8-diones (7a, b and 8) with 1-methoxy-3-trimethylsilyloxy-1,3-butadiene (11) proceeded in a regio- and stereoselctive manner to give 2,4,6,8-tetraoxygenated 1-azaanthraquinoes (12a, b and 18) in good to moderate yields, respectively. The results demonstrated that Diels-Alder reaction of the 2,4-dioxygenated quinolone-5,8-diones with the activated diene provides a useful method for synthesizing highly oxygenated 1-azaanthraquinones.

  DOI：

  10.3987/com-02-9502
• 作为产物：
  描述：

  4-hydroxy-5,8-dimethoxy-1H-quinolin-2-one 在 ammonium cerium(IV) nitrate 、 potassium carbonate 作用下， 以 水 、 丙酮 、 乙腈 为溶剂， 反应 4.75h， 生成 4-methoxy-1H-quinoline-2,5,8-trione
  参考文献：
  名称：

  A Synthesis of Oxygenated 1-Azaanthra- quinones via Diels-Alder Reaction of 2,4-Dioxygenated Quinoline-5,8-diones with 1-Methoxy-3-trimethylsilyloxy- 1,3-butadiene

  摘要：

  Diels-Alder reaction of 2,4-dioxygenated quinoline-5,8-diones (7a, b and 8) with 1-methoxy-3-trimethylsilyloxy-1,3-butadiene (11) proceeded in a regio- and stereoselctive manner to give 2,4,6,8-tetraoxygenated 1-azaanthraquinoes (12a, b and 18) in good to moderate yields, respectively. The results demonstrated that Diels-Alder reaction of the 2,4-dioxygenated quinolone-5,8-diones with the activated diene provides a useful method for synthesizing highly oxygenated 1-azaanthraquinones.

  DOI：

  10.3987/com-02-9502

文献信息

• A Synthesis of Oxygenated 1-Azaanthra- quinones via Diels-Alder Reaction of 2,4-Dioxygenated Quinoline-5,8-diones with 1-Methoxy-3-trimethylsilyloxy- 1,3-butadiene
  作者：Yoshie Horiguchi、Noriko Fukuda、Mutsumi Takada、Takehiro Sano

  DOI：10.3987/com-02-9502

  日期：——

  Diels-Alder reaction of 2,4-dioxygenated quinoline-5,8-diones (7a, b and 8) with 1-methoxy-3-trimethylsilyloxy-1,3-butadiene (11) proceeded in a regio- and stereoselctive manner to give 2,4,6,8-tetraoxygenated 1-azaanthraquinoes (12a, b and 18) in good to moderate yields, respectively. The results demonstrated that Diels-Alder reaction of the 2,4-dioxygenated quinolone-5,8-diones with the activated diene provides a useful method for synthesizing highly oxygenated 1-azaanthraquinones.

表征谱图