3-(4-Methylbenzoyl)-4-hydroxy-1,6-dimethyl-2(1h)-pyridone | 215609-19-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-Methylbenzoyl)-4-hydroxy-1,6-dimethyl-2(1h)-pyridone
• 英文别名: 4-hydroxy-1,6-dimethyl-3-(4-methylbenzoyl)pyridin-2-one
• CAS: 215609-19-1
• 化学式: C₁₅H₁₅NO₃
• 分子量: 257.289
• InChiKey: DUPZFMDZTCEBOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-Methylbenzoyl)-4-hydroxy-1,6-dimethyl-2(1h)-pyridone 在 盐酸羟胺 、 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of Tricarbonylmethane Derivatives of Pyridines, Pyrimidines, Pyridazines, and Pyrazoles by Anionic ortho-Fries Rearrangement

  摘要：

  Heterocyclic 1,3-dicarbonyl systems, such as 4-hydroxy-2-pyridones, 6-hydroxy-4-pyrimidones, and 5-hydroxy-1-phenyl-3-pyrazolones, are converted with a number of aromatic acid chlorides to their enol esters which can be rearranged in the presence of KCN, triethylamine, and 18-crown-6 as catalyst to yield heterocyclic aryl ketones. This reaction can also be performed in a one-pot procedure without isolation of the esters. Aryl esters of 5-hydroxy-3-pyridazinone can be prepared in the same manner, but not be rearranged.

  DOI：

  10.1007/pl00013495
• 作为产物：
  描述：

  4-羟基-1,6-二甲基-2(1H)-吡啶酮 、 对甲基苯甲酰氯 在 18-冠醚-6 potassium cyanide 、 三乙胺 作用下， 生成 3-(4-Methylbenzoyl)-4-hydroxy-1,6-dimethyl-2(1h)-pyridone
  参考文献：
  名称：

  Synthesis of Tricarbonylmethane Derivatives of Pyridines, Pyrimidines, Pyridazines, and Pyrazoles by Anionic ortho-Fries Rearrangement

  摘要：

  Heterocyclic 1,3-dicarbonyl systems, such as 4-hydroxy-2-pyridones, 6-hydroxy-4-pyrimidones, and 5-hydroxy-1-phenyl-3-pyrazolones, are converted with a number of aromatic acid chlorides to their enol esters which can be rearranged in the presence of KCN, triethylamine, and 18-crown-6 as catalyst to yield heterocyclic aryl ketones. This reaction can also be performed in a one-pot procedure without isolation of the esters. Aryl esters of 5-hydroxy-3-pyridazinone can be prepared in the same manner, but not be rearranged.

  DOI：

  10.1007/pl00013495