2-methyl-4-quinolyl isothiocyanate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-methyl-4-quinolyl isothiocyanate
• 英文别名: 2-Methyl-4-quinolyl-isothiocyanate；4-isothiocyanato-2-methylquinoline
• 化学式: C₁₁H₈N₂S
• 分子量: 200.264
• InChiKey: KQTUIFFCRDJLDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  57.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯喹哪啶 以 水 、 丙酮 为溶剂， 反应 6.5h， 生成 2-methyl-4-quinolyl isothiocyanate
  参考文献：
  名称：

  Synthesis of 2-Methyl-4-quinolyl Isothiocyanate

  摘要：

  A procedure has been developed for the synthesis of substituted 2-methyiquinolin-4-yithiuronium salts by reaction of 2-methyl-4-chloroquinoline with N-substituted thioureas. Alkaline hydrolysis of these salts yields 2-methyl-4-quinolyl isothiocyanate instead of the expected 2-methylquinoline-4-thiol.

  DOI：

  10.1023/b:rujo.0000034979.97653.de

文献信息

• Novel route to the synthesis of 4-quinolyl isothiocyanates
  作者：Boyu Zhong、Rima S. Al-Awar、Chuan Shih、John H. Grimes、Michal Vieth、Chafiq Hamdouchi

  DOI：10.1016/j.tetlet.2006.01.119

  日期：2006.3

  4-Quinolyl isothiocyanates were synthesized in a regiospecific fashion from the corresponding 4-chloroquinolines and silver thiocyanate in refluxing toluene. The products were isolated in quantitative yield and high purity (>95%) by simple filtration and concentration. Reactivity and mechanism of the reaction are discussed. The new approach would provide a new mean which had been lacking for the synthesis

  由相应的4-氯喹啉和硫氰酸银在回流的甲苯中以区域特异性方式合成4-喹啉异硫氰酸酯。通过简单的过滤和浓缩，以定量收率和高纯度（> 95％）分离出产物。讨论了反应性和反应机理。该新方法将提供合成功能化的4-喹啉基异硫氰酸酯所缺乏的新方法。
• Synthesis of 2-Methyl-4-quinolyl Isothiocyanate
  作者：A. A. Avetisyan、I. L. Aleksanyan、L. P. Ambartsumyan

  DOI：10.1023/b:rujo.0000034979.97653.de

  日期：2004.3

  A procedure has been developed for the synthesis of substituted 2-methyiquinolin-4-yithiuronium salts by reaction of 2-methyl-4-chloroquinoline with N-substituted thioureas. Alkaline hydrolysis of these salts yields 2-methyl-4-quinolyl isothiocyanate instead of the expected 2-methylquinoline-4-thiol.