5-carboethoxy-6-methyl-4-(2-hydroxyphenyl)-3,4-dihydropyridin-2-one | 1022919-13-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-carboethoxy-6-methyl-4-(2-hydroxyphenyl)-3,4-dihydropyridin-2-one
• 英文别名: ethyl 4-(2-hydroxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyridine-5-carboxylate
• CAS: 1022919-13-6
• 化学式: C₁₅H₁₇NO₄
• 分子量: 275.304
• InChiKey: GNIURFUZRYYSGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 水杨醛 在 Bi(NO₃)3*ZnCl₂*Al₂O₃ 乙酰胺 作用下， 以60%的产率得到5-carboethoxy-6-methyl-4-(2-hydroxyphenyl)-3,4-dihydropyridin-2-one
  参考文献：
  名称：

  Simple and efficient one‐pot synthesis of 3,4‐dihydro‐2‐pyridones via solid‐supported Bi(III)nitrate catalyzed double michael addition‐azaannulation

  摘要：

  Abstractmagnified image4‐Aryl‐5‐carboethoxy‐6‐methyl‐2,3‐dihydro‐2‐pyridones were obtained, in high yield, by heating ternary mixtures of appropriate aldehydes, ethylacetoacetate and compounds possessing NH2‐C=X functionality, in presence of immobilized Bi(III)nitrate and co‐catalyst Zn(II)chloride, under solventless conditions. The reaction proceeds smoothly at 140±5°C and seems to involve double Michael addition‐azaannulation.

  DOI：

  10.1002/jhet.5570450209

文献信息

• Simple and efficient one‐pot synthesis of 3,4‐dihydro‐2‐pyridones via solid‐supported Bi(III)nitrate catalyzed double michael addition‐azaannulation
  作者：Jagjeet Singh、Summon Koul、Rattan L. Sharma、Tej K. Razdan、Ajay P. S. Pannu

  DOI：10.1002/jhet.5570450209

  日期：2008.3

  Abstractmagnified image4‐Aryl‐5‐carboethoxy‐6‐methyl‐2,3‐dihydro‐2‐pyridones were obtained, in high yield, by heating ternary mixtures of appropriate aldehydes, ethylacetoacetate and compounds possessing NH2‐C=X functionality, in presence of immobilized Bi(III)nitrate and co‐catalyst Zn(II)chloride, under solventless conditions. The reaction proceeds smoothly at 140±5°C and seems to involve double Michael addition‐azaannulation.