3-benzoyl-4-(methylthio)-2H-pyrano[2',3':4,5]imidazo[1,2-a]pyridin-2-one | 1210317-46-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzoyl-4-(methylthio)-2H-pyrano[2',3':4,5]imidazo[1,2-a]pyridin-2-one
• CAS: 1210317-46-6
• 化学式: C₁₈H₁₂N₂O₃S
• 分子量: 336.371
• InChiKey: IONHBJNEEJZWOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  64.58
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  ethyl 2-benzoyl-3-(2-hydroxyimidazo[1,2-a]pyridin-3-yl)-3-(methylthio)acrylate 50.0 ℃ 、399.97 Pa 条件下， 反应 0.33h， 以59%的产率得到3-benzoyl-4-(methylthio)-2H-pyrano[2',3':4,5]imidazo[1,2-a]pyridin-2-one
  参考文献：
  名称：

  A New Approach to Imidazo[1,2-a]pyridine Derivatives and Their Application to the Syntheses of Novel 2H-Pyrano[2’,3’:4,5]imidazo[1,2-a]pyridin-2-one Derivatives

  摘要：

  3-[Bis(methylthio)methylene]-2(3H)-imidazo[1,2-a]pyridinones were prepared from the S-alkylation of pyridinium 1-[1-carbamoyl-1-[(methylthio) thiocarbonyl]]methylides with methyl iodide followed by the alkaline treatment of the resulting pyridinium salts. The reactions of these 3-methylene-2(3H)-imidazo[1,2-a]pyridinones with some ethyl cyano- or acyl-substituted acetates in the presence of a base did not afford the initially expected 2H-pyrano[2',3':4,5]imidazo[1,2-a]pyridine-2-one derivatives, but, instead of them, provided ethyl 3[2-hydroxyimidazo[1,2-a]pyridin-3-yl]acrylates. The thermolyses of these acrylates without any solvent under reduced pressure gave the corresponding 2H-pyrano[2',3':4,5]imidazo[1,2-a]pyridine-2-one derivatives.

  DOI：

  10.3987/com-09-s(s)41