1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methyl ester | 50332-49-5

• 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: 1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methyl ester
• 英文别名: Methyl 1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylate；methyl 1-ethyl-4-oxoquinoline-3-carboxylate
• CAS: 50332-49-5
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: WYSUFMDJCSGWNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methyl ester 在 sodium hydroxide 作用下， 反应 3.0h， 以91.7%的产率得到1-乙基-4-氧代-1,4-二氢喹啉-3-羧酸
  参考文献：
  名称：

  A convenient approach to 1,4-dihydro-4-oxo-3-quinoline carboxylates by electro-oxidative formation of enamine moiety

  摘要：

  A practical synthetic approach to the drugs of current interest, 1,4-dihydro-4-oxo-quinoline-3-carboxylic acids, has been accomplished through the electro-oxidative formation of double bond adjacent to the nitrogen atom. The efficiency was shown by the introduction of some representative substituents at the C7 position.

  DOI：

  10.1016/s0040-4020(01)87056-3
• 作为产物：
  描述：

  methyl 2-((3-methoxy-3-oxopropyl)(methoxycarbonyl)amino)benzoate 在 sodium hydride 、 potassium carbonate 、 四乙基对甲苯磺酸铵 、 溶剂黄146 、 叔丁醇 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methyl ester
  参考文献：
  名称：

  A convenient approach to 1,4-dihydro-4-oxo-3-quinoline carboxylates by electro-oxidative formation of enamine moiety

  摘要：

  A practical synthetic approach to the drugs of current interest, 1,4-dihydro-4-oxo-quinoline-3-carboxylic acids, has been accomplished through the electro-oxidative formation of double bond adjacent to the nitrogen atom. The efficiency was shown by the introduction of some representative substituents at the C7 position.

  DOI：

  10.1016/s0040-4020(01)87056-3

文献信息

• A convenient approach to 1,4-dihydro-4-oxo-3-quinoline carboxylates by electro-oxidative formation of enamine moiety
  作者：Sigeni Torii、Hiroshi Okumoto、Long He Xu

  DOI：10.1016/s0040-4020(01)87056-3

  日期：1991.1

  A practical synthetic approach to the drugs of current interest, 1,4-dihydro-4-oxo-quinoline-3-carboxylic acids, has been accomplished through the electro-oxidative formation of double bond adjacent to the nitrogen atom. The efficiency was shown by the introduction of some representative substituents at the C7 position.