5-S-benzylthio-2-N,N-dimethylaminopyridine | 1083329-64-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-S-benzylthio-2-N,N-dimethylaminopyridine
• 英文别名: (2-dimethylamino-5-pyridinyl)benzylthioether；5-benzylsulfanyl-N,N-dimethylpyridin-2-amine
• CAS: 1083329-64-9
• 化学式: C₁₄H₁₆N₂S
• 分子量: 244.36
• InChiKey: XTHGUYWRKRSWHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  41.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-S-benzylthio-2-N,N-dimethylaminopyridine 在 二氯二茂钛 、 二丁基镁 作用下， 以 正庚烷 、 二乙二醇二甲醚 为溶剂， 以23%的产率得到2-dimethylamino-5-pyridine disulfide
  参考文献：
  名称：

  A Simple Cu-Catalyzed Coupling Approach to Substituted 3-Pyridinol and 5-Pyrimidinol Antioxidants

  摘要：

  A convenient approach to 3-pyridinols and 5-pyrimidinols via a two-step Cu-catalyzed benzyloxylation/catalytic hydrogenation sequence is presented. The corresponding 3-pyridinamines and 5-pyrimidinamines can be prepared in an analogous sequence utilizing benzylamine in lieu of benzyl alcohol. The radical-scavenging ability of these derivatives are preliminarily explored and reveal that the increased acidities of the pyridinols and pyrimidinols render them susceptible to more significant kinetic solvent effects when compared to phenols.

  DOI：

  10.1021/jo801501e
• 作为产物：
  描述：

  2-二甲氨基-5-碘吡啶 、 苄硫醇 在 copper(l) iodide 、 1,10-菲罗啉 、 cesium bicarbonate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以87%的产率得到5-S-benzylthio-2-N,N-dimethylaminopyridine
  参考文献：
  名称：

  A Simple Cu-Catalyzed Coupling Approach to Substituted 3-Pyridinol and 5-Pyrimidinol Antioxidants

  摘要：

  A convenient approach to 3-pyridinols and 5-pyrimidinols via a two-step Cu-catalyzed benzyloxylation/catalytic hydrogenation sequence is presented. The corresponding 3-pyridinamines and 5-pyrimidinamines can be prepared in an analogous sequence utilizing benzylamine in lieu of benzyl alcohol. The radical-scavenging ability of these derivatives are preliminarily explored and reveal that the increased acidities of the pyridinols and pyrimidinols render them susceptible to more significant kinetic solvent effects when compared to phenols.

  DOI：

  10.1021/jo801501e

文献信息

• A Simple Cu-Catalyzed Coupling Approach to Substituted 3-Pyridinol and 5-Pyrimidinol Antioxidants
  作者：Susheel J. Nara、Mukund Jha、Johan Brinkhorst、Tony J. Zemanek、Derek A. Pratt

  DOI：10.1021/jo801501e

  日期：2008.12.5

  A convenient approach to 3-pyridinols and 5-pyrimidinols via a two-step Cu-catalyzed benzyloxylation/catalytic hydrogenation sequence is presented. The corresponding 3-pyridinamines and 5-pyrimidinamines can be prepared in an analogous sequence utilizing benzylamine in lieu of benzyl alcohol. The radical-scavenging ability of these derivatives are preliminarily explored and reveal that the increased acidities of the pyridinols and pyrimidinols render them susceptible to more significant kinetic solvent effects when compared to phenols.