3-chloro-5-ethylthio-4-pyridinecarbonitrile

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-chloro-5-ethylthio-4-pyridinecarbonitrile
• 英文别名: 3-Chloro-5-ethylsulfanylpyridine-4-carbonitrile
• 化学式: C₈H₇ClN₂S
• 分子量: 198.676
• InChiKey: AECBGBXZSTYUNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  62
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 3,5-dichloro-4-pyridinecarboximidate 在 乙醇锂 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.5h， 生成 3-chloro-5-ethylthio-4-pyridinecarbonitrile
  参考文献：
  名称：

  Convenient Access to 3,4,5-Trisubstituted Pyridines

  摘要：

  The reaction of 3,5-dichloro-4-pyridinecarbonitrile towards nucleophilic substitution of chlorine atoms and nucleophilic addition to the cyano group has been studied in presence of different nucleophiles and solvents in order to evidence the best conditions for the synthesis of 3,4,5-trifunctionalized pyridines. Besides the products of substitution of only one chlorine atom, 3,5-bis(ethylthio)-4-pyridinecarbonitrile and 3,5-bis(tert-butylthio)-4-pyridinecarbonitrile have been prepared in high yields and the reduction of their cyano to amino group has been studied in order to obtain model molecules and new selective inhibitors of extramitochondrial amine oxidase enzymes.

  DOI：

  10.3987/com-96-7477

文献信息

• Convenient Access to 3,4,5-Trisubstituted Pyridines
  作者：Angela De Munno、Vincenzo Bertini、Nevio Picci、Francesca Iemma、Marco Pocci

  DOI：10.3987/com-96-7477

  日期：——

  The reaction of 3,5-dichloro-4-pyridinecarbonitrile towards nucleophilic substitution of chlorine atoms and nucleophilic addition to the cyano group has been studied in presence of different nucleophiles and solvents in order to evidence the best conditions for the synthesis of 3,4,5-trifunctionalized pyridines. Besides the products of substitution of only one chlorine atom, 3,5-bis(ethylthio)-4-pyridinecarbonitrile and 3,5-bis(tert-butylthio)-4-pyridinecarbonitrile have been prepared in high yields and the reduction of their cyano to amino group has been studied in order to obtain model molecules and new selective inhibitors of extramitochondrial amine oxidase enzymes.