N-(4-chlorophenethyl)-N-(2-(3,5-dimethylphenyl)-4-(4-methoxy-3-nitrophenyl)thiazol-5-yl)-4-fluorobenzamide | 1187843-74-8

• 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: N-(4-chlorophenethyl)-N-(2-(3,5-dimethylphenyl)-4-(4-methoxy-3-nitrophenyl)thiazol-5-yl)-4-fluorobenzamide
• 英文别名: N-[2-(4-chlorophenyl)ethyl]-N-[2-(3,5-dimethylphenyl)-4-(4-methoxy-3-nitrophenyl)-1,3-thiazol-5-yl]-4-fluorobenzamide
• CAS: 1187843-74-8
• 化学式: C₃₃H₂₇ClFN₃O₄S
• 分子量: 616.112
• InChiKey: XLKPHSLERXMGGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-(4-chlorophenethyl)-2-(3,5-dimethylphenyl)-4-(4-methoxy-3-nitrophenyl)thiazol-5-amine 、 对氟苯甲酰氯 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以114 mg的产率得到N-(4-chlorophenethyl)-N-(2-(3,5-dimethylphenyl)-4-(4-methoxy-3-nitrophenyl)thiazol-5-yl)-4-fluorobenzamide
  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