2-amino-4(5)-trifluoromethyl-5(4)-acetyl-imidazole | 1021875-64-8

• 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-amino-4(5)-trifluoromethyl-5(4)-acetyl-imidazole
• 英文别名: 1-[2-amino-5-(trifluoromethyl)-1H-imidazol-4-yl]ethanone
• CAS: 1021875-64-8
• 化学式: C₆H₆F₃N₃O
• 分子量: 193.128
• InChiKey: XJKLHWGUSSNSJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-N-benzoylamino-4(5)-trifluoromethyl-5(4)-acetyl-imidazole 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以90%的产率得到2-amino-4(5)-trifluoromethyl-5(4)-acetyl-imidazole
  参考文献：
  名称：

  Synthesis of trifluoromethylated 2-benzoyl- and 2-aminoimidazoles from ring rearrangement of 1,2,4-oxadiazole derivatives

  摘要：

  Fluoroalkylated 2-ylamino-imidazoles have been synthesized by reaction of 3-amino-5-phenyl-1,2,4-oxadiazole with fluorinated beta-dicarbonyl compounds and subsequent base-induced Boulton-Katritzky Rearrangement (BKR) of the isolated beta-enaminocarbonyl intermediate. Alternatively, one-pot reactions performed in the presence of Montmorillonite K10 favoured the condensation at the 3-amino moiety of the oxadiazole and, in some cases, allowed the direct synthesis of 2-benzoylamino-imidazoles. Hydrolysis of 2-benzoylamino-imidazoles easily yielded fluorinated 2-amino-imidazoles targets. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.047