6-Hydroxy-1-oxo-1H-pyrido[1,2-a]quinoline-2,4-dicarboxylic acid diethyl ester | 188015-82-9

• 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: 6-Hydroxy-1-oxo-1H-pyrido[1,2-a]quinoline-2,4-dicarboxylic acid diethyl ester
• 英文别名: diethyl 6-hydroxy-1-oxobenzo[f]quinolizine-2,4-dicarboxylate
• CAS: 188015-82-9
• 化学式: C₁₉H₁₇NO₆
• 分子量: 355.347
• InChiKey: DRTUFSCBCNFMPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  94.31
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  6-Hydroxy-1-oxo-1H-pyrido[1,2-a]quinoline-2,4-dicarboxylic acid diethyl ester 以 二苯醚 为溶剂， 反应 1.0h， 生成 1-Hydroxy-9-oxo-9,10-dihydro-acridine-2,4-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  A Versatile Synthesis of Acridine-1,9-Diones

  摘要：

  Alkylation of ethyl 2-(4-oxo-1,4-dihydroquinolin-2-yl)acetate by Michael addition with various alkenes has been carried out. The C-alpha alkylated intermediates so formed can be cyclized with hot polyphosphoric acid to acridine-1,9-diones.

  DOI：

  10.1080/00397919708004810
• 作为产物：
  描述：

  diethyl methoxyethylenemalonate 、 (4-hydroxy-[2]quinolyl)-acetic acid ethyl ester 在 sodium ethanolate 作用下， 生成 6-Hydroxy-1-oxo-1H-pyrido[1,2-a]quinoline-2,4-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  A Versatile Synthesis of Acridine-1,9-Diones

  摘要：

  Alkylation of ethyl 2-(4-oxo-1,4-dihydroquinolin-2-yl)acetate by Michael addition with various alkenes has been carried out. The C-alpha alkylated intermediates so formed can be cyclized with hot polyphosphoric acid to acridine-1,9-diones.

  DOI：

  10.1080/00397919708004810

文献信息

• Synthesis of some quinolizine derivatives
  作者：Junjie Chen、Leslie W. Deady

  DOI：10.1016/s0040-4020(98)83014-7

  日期：1998.3

  Fused quinolizines have been formed from ethyl 2-(1,4-dihydro-4-oxoquinolin-2-yl)acetate by (a) Michael addition reactions of the sodium salt with alkynes (cyclization onto N occurs without isolation of the intermediate) and (b) Knoevenagel reaction with aryl aldehydes and thermal cyclization of the intermediates.

  通过（a）钠盐与炔烃的迈克尔加成反应（由N环化而无需分离中间体）和由2-（1,4-二氢-4-氧代喹啉-2-基）乙酸乙酯形成熔融的喹喔啉。 （b）与芳基醛的Knoevenagel反应和中间体的热环化。