2-(3-pyridylthio)pyridine | 72890-91-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(3-pyridylthio)pyridine
• 英文别名: 2,3'-thiobispyridine；2,3'-sulfanediyl-bis-pyridine；2-[(Pyridin-3-yl)sulfanyl]pyridine；2-pyridin-3-ylsulfanylpyridine
• CAS: 72890-91-6
• 化学式: C₁₀H₈N₂S
• 分子量: 188.253
• InChiKey: GSTGPUOWKHPXOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-巯基吡啶 、 3-碘吡啶 在 K₃PO₄ 、 copper(II) ferrite 、 四丁基溴化铵 作用下， 以 水 为溶剂， 反应 13.0h， 以90%的产率得到2-(3-pyridylthio)pyridine
  参考文献：
  名称：

  磁性可分离的CuFe 2 O 4纳米颗粒在水中催化的无配体CS偶联：进入（E）-和（Z）-苯乙烯基- ，杂芳基和空间受阻的芳基硫醚

  摘要：

  AbstractAn efficient coupling of styrenyl, heteroaryl and sterically hindered aryl halides with aryl‐ and heteroarylthiols catalyzed by the bimetallic Cu and Fe nanomaterial, CuFe2O4, in water in the presence of tetrabutylammonium bromide and potassium phosphate (K3PO4) has been achieved without using any ligand. A series of unsymmetrical functionalized (E)‐ and (Z)‐styrenyl aryl, heteroaryl heteroaryl and sterically hindered aryl aryl sulfides has been obtained by this procedure. The compounds are obtained in high yields and excellent stereoselectivity has been observed for styrenyl sulfides. The catalyst can be easily separated by an external magnet and recycled for ten times without any appreciable loss of activity. This procedure provides an easy access to useful and challenging biologically active organosulfides which are difficult to achieve by other methods.magnified image

  DOI：

  10.1002/adsc.201300261

文献信息

• Nagasaki, Izuru; Matsumoto, Miyuki; Yamashita, Masanori, Heterocycles, 1999, vol. 51, # 5, p. 1015 - 1024
  作者：Nagasaki, Izuru、Matsumoto, Miyuki、Yamashita, Masanori、Miyashita, Akira

  DOI：——

  日期：——
• KROWICKI K., POL. J. CHEM., 1978, 52, NO 12, 2349-2354
  作者：KROWICKI K.

  DOI：——

  日期：——
• Magnetically Separable CuFe₂O₄Nanoparticles Catalyzed Ligand-Free CS Coupling in Water: Access to (<i>E</i>)- and (<i>Z</i>)-Styrenyl-, Heteroaryl and Sterically Hindered Aryl Sulfides
  作者：Debasish Kundu、Tanmay Chatterjee、Brindaban C. Ranu

  DOI：10.1002/adsc.201300261

  日期：2013.8.12

  AbstractAn efficient coupling of styrenyl, heteroaryl and sterically hindered aryl halides with aryl‐ and heteroarylthiols catalyzed by the bimetallic Cu and Fe nanomaterial, CuFe2O4, in water in the presence of tetrabutylammonium bromide and potassium phosphate (K3PO4) has been achieved without using any ligand. A series of unsymmetrical functionalized (E)‐ and (Z)‐styrenyl aryl, heteroaryl heteroaryl and sterically hindered aryl aryl sulfides has been obtained by this procedure. The compounds are obtained in high yields and excellent stereoselectivity has been observed for styrenyl sulfides. The catalyst can be easily separated by an external magnet and recycled for ten times without any appreciable loss of activity. This procedure provides an easy access to useful and challenging biologically active organosulfides which are difficult to achieve by other methods.magnified image