4-[5-(4-fluorophenyl)-2-methylsulfanyl-3H-imidazol-4-yl]quinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[5-(4-fluorophenyl)-2-methylsulfanyl-3H-imidazol-4-yl]quinoline
• 英文别名: 4-(4-(4-fluorophenyl)-2-(methylthio)-1H-imidazol-5-yl)quinoline；4-[4-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-5-yl]quinoline
• 化学式: C₁₉H₁₄FN₃S
• 分子量: 335.405
• InChiKey: OOECCDQCTXCCEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氟苯甲酸乙酯 在 palladium on activated charcoal 盐酸 、 氢气 、 sodium hexamethyldisilazane 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 160.0 ℃ 、101.33 kPa 条件下， 反应 10.5h， 生成 4-[5-(4-fluorophenyl)-2-methylsulfanyl-3H-imidazol-4-yl]quinoline
  参考文献：
  名称：

  A concise and optimized four-step approach toward 2-(aryl-)alkylsulfanyl-, 4(5)-aryl-, 5(4)-heteroaryl-substituted imidazoles using alkyl- or arylalkyl thiocyanates

  摘要：

  A convenient cyclization method leading to trisubstituted imidazoles in up to 84% yield is reported. Diverse 1-aryl-, 2heteroaryl-substituted ethanones are converted into the corresponding alpha-oximino derivatives which are reduced under regioselective conditions. The obtained alpha-amino carbonyl intermediates are reacted with alkyl- or arylalkyl thiocyanates to directly yield C(2)-S-substituted imidazole. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.147

文献信息

• A concise and optimized four-step approach toward 2-(aryl-)alkylsulfanyl-, 4(5)-aryl-, 5(4)-heteroaryl-substituted imidazoles using alkyl- or arylalkyl thiocyanates
  作者：Stefan A. Laufer、Andy J. Liedtke

  DOI：10.1016/j.tetlet.2006.07.147

  日期：2006.10

  A convenient cyclization method leading to trisubstituted imidazoles in up to 84% yield is reported. Diverse 1-aryl-, 2heteroaryl-substituted ethanones are converted into the corresponding alpha-oximino derivatives which are reduced under regioselective conditions. The obtained alpha-amino carbonyl intermediates are reacted with alkyl- or arylalkyl thiocyanates to directly yield C(2)-S-substituted imidazole. (c) 2006 Elsevier Ltd. All rights reserved.