2-Chloro-benzoic acid 6-oxo-1,2-diphenyl-1,6-dihydro-pyrimidin-4-yl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Chloro-benzoic acid 6-oxo-1,2-diphenyl-1,6-dihydro-pyrimidin-4-yl ester
• 英文别名: 6-(2-Chlorobenzoyloxy)-2,3-diphenyl-4(3h)-pyrimidone；(6-oxo-1,2-diphenylpyrimidin-4-yl) 2-chlorobenzoate
• 化学式: C₂₃H₁₅ClN₂O₃
• 分子量: 402.837
• InChiKey: AXUFUHCAFLDCLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻氯苯甲酰氯 、 6-hydroxy-2,3-diphenyl-4(3H)-pyrimidinone 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以66%的产率得到2-Chloro-benzoic acid 6-oxo-1,2-diphenyl-1,6-dihydro-pyrimidin-4-yl ester
  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

文献信息

• Synthesis of Tricarbonylmethane Derivatives of Pyridines, Pyrimidines, Pyridazines, and Pyrazoles by Anionic ortho-Fries Rearrangement
  作者：Barbara Schnell、Thomas Kappe

  DOI：10.1007/pl00013495

  日期：1998.9

  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.