5-trifluoromethyl-1-n-hexyl-2-phenyl-1H-imidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-trifluoromethyl-1-n-hexyl-2-phenyl-1H-imidazole
• 英文别名: 1-Hexyl-2-phenyl-5-(trifluoromethyl)imidazole；1-hexyl-2-phenyl-5-(trifluoromethyl)imidazole
• 化学式: C₁₆H₁₉F₃N₂
• 分子量: 296.335
• InChiKey: ANJDZVMKXBGAKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-trifluoroacetyl-5-hydroxy-2-phenyloxazole 在 水 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 8.25h， 生成 5-trifluoromethyl-1-n-hexyl-2-phenyl-1H-imidazole
  参考文献：
  名称：

  4-Trifluoroacetyl-2-phenyloxazol-5-one: Versatile Template for Synthesis of Trifluoromethyl-Substituted Heterocycles

  摘要：

  4-Trifluoroacetyl-2-phenyloxazol-5-one (1) is a versatile template for the synthesis of various trifluoromethyl-substituted heterocycles. Cyclocondesation of 1 with hydroxylamine and hydrazine afforded isoxazole and pyrazole, respectively. Another key protocol involves nucleophilic ring opening of 1 with H2O or MeOH to give alpha-amido trifluoromethyl ketones which are transformed into trifluoromethyl-substituted thiazoles, oxazoles, imidazoles, pyrazoles, and pyrimidines.

  DOI：

  10.3987/com-13-12838

文献信息

• 4-Trifluoroacetyl-2-phenyloxazol-5-one: Versatile Template for Synthesis of Trifluoromethyl-Substituted Heterocycles
  作者：Masami Kawase、Ryosuke Saijo、Ken-ichi Kurihara

  DOI：10.3987/com-13-12838

  日期：——

  4-Trifluoroacetyl-2-phenyloxazol-5-one (1) is a versatile template for the synthesis of various trifluoromethyl-substituted heterocycles. Cyclocondesation of 1 with hydroxylamine and hydrazine afforded isoxazole and pyrazole, respectively. Another key protocol involves nucleophilic ring opening of 1 with H2O or MeOH to give alpha-amido trifluoromethyl ketones which are transformed into trifluoromethyl-substituted thiazoles, oxazoles, imidazoles, pyrazoles, and pyrimidines.