4-(sec-butylsulfanyl)-6-chlorocoumarin

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-(sec-butylsulfanyl)-6-chlorocoumarin
• 英文别名: 4-Butan-2-ylsulfanyl-6-chlorochromen-2-one；4-butan-2-ylsulfanyl-6-chlorochromen-2-one
• 化学式: C₁₃H₁₃ClO₂S
• 分子量: 268.764
• InChiKey: XJELPFCYFWADJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-chloro-2-oxo-2H-1-benzopyran-4-yl toluene-4-sulfonate 、 2-碘丁烷 在 potassium carbonate 、 硫脲 作用下， 以 水 为溶剂， 以84%的产率得到4-(sec-butylsulfanyl)-6-chlorocoumarin
  参考文献：
  名称：

  Synthesis of 4-Sulfanylcoumarins Using Thiourea and Alkyl Halides as the Sulfanylation Agent in Polyethylene Glycol-Water

  摘要：

  A novel and efficient route for the synthesis of 4-sulfanylcoumarins is disclosed. The direct sulfanylation of 4-tosyloxycoumarins with thiourea and various alkyl halides in polyethylene glycol 200-water ( PEG 200-H2O), at room temperature under an air atmosphere, affords the corresponding 4-sulfanylcoumarins in moderate to excellent yields. This transformation shows good substrate scope and takes place in a green solvent.

  DOI：

  10.1055/s-0032-1318139

文献信息

• Synthesis of 4-Sulfanylcoumarins Using Thiourea and Alkyl Halides as the Sulfanylation Agent in Polyethylene Glycol-Water
  作者：Yiyuan Peng、Zhenlan Yin、Yu Wang、Qin Yang、Ying Wang、Jingshi Xu、Zhihong Deng

  DOI：10.1055/s-0032-1318139

  日期：——

  A novel and efficient route for the synthesis of 4-sulfanylcoumarins is disclosed. The direct sulfanylation of 4-tosyloxycoumarins with thiourea and various alkyl halides in polyethylene glycol 200-water ( PEG 200-H2O), at room temperature under an air atmosphere, affords the corresponding 4-sulfanylcoumarins in moderate to excellent yields. This transformation shows good substrate scope and takes place in a green solvent.