6-octylthio-3-pyridinamine | 52025-30-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-octylthio-3-pyridinamine
• 英文别名: 6-Octylsulfanylpyridin-3-amine
• CAS: 52025-30-6
• 化学式: C₁₃H₂₂N₂S
• mdl: MFCD11635700
• 分子量: 238.397
• InChiKey: DOQJFRHOUIUMSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.615
• 拓扑面积：
  64.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯-5-硝基吡啶 、 1-辛硫醇 在 potassium hydroxide 作用下， 以 poly(ethylene glycol)-600 为溶剂， 反应 2.0h， 以61%的产率得到6-octylthio-3-pyridinamine
  参考文献：
  名称：

  One-Pot Synthesis of Amine-Substituted Aryl Sulfides and Benzo[b]thiophene Derivatives

  摘要：

  A series of amine-substituted aryl sulfides have been synthesized from nitroaryl halides via a simple one-pot procedure involving metal-free C S cross-coupling and in situ nitro group reduction. Various nitroaryl halides were reacted with thiols in recyclable poly(ethylene glycol) to afford the amine-substituted aryl sulfides in high yield. Additionally, the cross-coupling reactions of nitro- and aldehyde-substituted aryl halides with benzyl thiols under the same reaction conditions were demonstrated to afford benzothiazole and phenylbenzo[b]thiophene derivatives.

  DOI：

  10.1021/ol100816g

文献信息

• One-Pot Synthesis of Amine-Substituted Aryl Sulfides and Benzo[<i>b</i>]thiophene Derivatives
  作者：Zhongyu Duan、Sadananda Ranjit、Xiaogang Liu

  DOI：10.1021/ol100816g

  日期：2010.5.21

  A series of amine-substituted aryl sulfides have been synthesized from nitroaryl halides via a simple one-pot procedure involving metal-free C S cross-coupling and in situ nitro group reduction. Various nitroaryl halides were reacted with thiols in recyclable poly(ethylene glycol) to afford the amine-substituted aryl sulfides in high yield. Additionally, the cross-coupling reactions of nitro- and aldehyde-substituted aryl halides with benzyl thiols under the same reaction conditions were demonstrated to afford benzothiazole and phenylbenzo[b]thiophene derivatives.