4-hydroxy-2-methoxy-4-trifluoromethyl-2-imidazolin-5-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-hydroxy-2-methoxy-4-trifluoromethyl-2-imidazolin-5-one
• 英文别名: 4-hydroxy-2-methoxy-4-(trifluoromethyl)-1H-imidazol-5-one
• 化学式: C₅H₅F₃N₂O₃
• 分子量: 198.102
• InChiKey: KEKGXPDGDNDBKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  70.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  三氟丙酮酸甲酯 、 O-甲基异脲 以 乙醚 为溶剂， 反应 1.0h， 以80%的产率得到4-hydroxy-2-methoxy-4-trifluoromethyl-2-imidazolin-5-one
  参考文献：
  名称：

  Reactions of 3,3,3-trifluoropyruvates with amidines ? New trifluoromethyl substituted heterocyclic ?building blocks?

  摘要：

  4-Hydroxy-4-trifluoromethyl-2-imidazolin-5-ones are obtained in good yields upon reaction of 3,3,3-trifluoropyruvates with amidines. Subsequent treatment of these heterocycles with thionyl chloride gives 4-chloro-4-trifluoromethyl-2-imidazolin-5-ones which proved to be versatile trifluoromethyl substituted building blocks. Substitution of chloride is feasible with a variety of hetero and carbon nucleophiles. Ring expansion with diazo compounds affords trifluoromethyl substituted pyrimidines.

  DOI：

  10.1007/bf00816413

文献信息

• Sewald N., Burger K., Monatsh. Chem, 124 (1993) N 8-9, S 899-907
  作者：Sewald N., Burger K.

  DOI：——

  日期：——
• Reactions of 3,3,3-trifluoropyruvates with amidines ? New trifluoromethyl substituted heterocyclic ?building blocks?
  作者：N. Sewald、K. Burger

  DOI：10.1007/bf00816413

  日期：——

  4-Hydroxy-4-trifluoromethyl-2-imidazolin-5-ones are obtained in good yields upon reaction of 3,3,3-trifluoropyruvates with amidines. Subsequent treatment of these heterocycles with thionyl chloride gives 4-chloro-4-trifluoromethyl-2-imidazolin-5-ones which proved to be versatile trifluoromethyl substituted building blocks. Substitution of chloride is feasible with a variety of hetero and carbon nucleophiles. Ring expansion with diazo compounds affords trifluoromethyl substituted pyrimidines.

表征谱图