Diethyl 4-(6-chloro-4-oxochromen-3-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate | 500138-12-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: Diethyl 4-(6-chloro-4-oxochromen-3-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 500138-12-5
• 化学式: C₂₂H₂₂ClNO₆
• 分子量: 431.873
• InChiKey: PCMRINPCOPRHPX-UHFFFAOYSA-N

物化性质

• 沸点：
  565.7±50.0 °C(Predicted)
• 密度：
  1.308±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 6-氯-3-甲酰基色酮 在 ammonium acetate 作用下， 反应 0.25h， 以12%的产率得到Diethyl 4-(6-chloro-4-oxochromen-3-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Solvent-free synthesis of functionalized pyridine derivatives using Wells-Dawson heteropolyacid as catalyst

  摘要：

  Wells-Dawson heteropolyacids (H(6)P(2)W(18)O(62)center dot 24H(2)O) were used as catalysts in the Hantzsch-like multi-component condensation reaction with 3-formylchromones as aldehyde component, a beta-ketoester and ammonium acetate, under solvent-free conditions at 80 degrees C. Although the desired products were obtained, functionalized pyridines were the main reaction product and became the alternative route to dihydropyridine ring formation. Based on the proposed mechanisms for the formation of each of the obtained products, the multicomponent reaction was modified to afford only the functionalized pyridines (60-99%). Our procedure represents a clean alternative for the synthesis of several highly functionalized pyridines. (C) 2011 Elsevier I.td. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.048