2,2,2-trifluoro-N-(2-phenyl-4-(thiophen-2-yl)oxazol-5-yl)acetamide | 1187843-28-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,2,2-trifluoro-N-(2-phenyl-4-(thiophen-2-yl)oxazol-5-yl)acetamide
• 英文别名: 2,2,2-trifluoro-N-(2-phenyl-4-thiophen-2-yl-1,3-oxazol-5-yl)acetamide
• CAS: 1187843-28-2
• 化学式: C₁₅H₉F₃N₂O₂S
• 分子量: 338.31
• InChiKey: AYLLKWSJQMPGAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-(2-(2,4-dimethoxybenzylamino)-2-oxo-1-(thiophen-2-yl)ethyl)benzamide 、 三氟乙酸酐 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2,2,2-trifluoro-N-(2-phenyl-4-(thiophen-2-yl)oxazol-5-yl)acetamide
  参考文献：
  名称：

  Ugi Reactions with Ammonia Offer Rapid Access to a Wide Range of 5-Aminothiazole and Oxazole Derivatives

  摘要：

  A series of Ugi reactions has been successfully performed using ammonia as the amine component, employing 2,2,2-trifluoroethanol its a non-nucleophilic solvent in order to suppress known side reactions. Utilizing concentrated aqueous ammonia its it convenient Source, this approach offered a simple, one-step assembly of Ugi adducts suitable for elaboration into it variety of 5-aminoazole compounds through postcondensation modifications. Free or N-substituted 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology. The scope of the synthetic route developed and application of the different products are discussed.

  DOI：

  10.1021/jo9014529