2-aminothiopyridine 1-oxide | 3993-61-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-aminothiopyridine 1-oxide
• 英文别名: S-(1-oxy-pyridin-2-yl)-thiohydroxylamine；2-Aminomercapto-pyridin-1-oxid；2-Sulfenamidopyridin-1-oxid；S-(1-oxidopyridin-1-ium-2-yl)thiohydroxylamine
• CAS: 3993-61-1
• 化学式: C₅H₆N₂OS
• 分子量: 142.181
• InChiKey: OXGVOWKSMSUHNA-UHFFFAOYSA-N

物化性质

• 沸点：
  437.2±37.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-aminothiopyridine 1-oxide 、 对氯苯异氰酸酯 以 甲苯 为溶剂， 反应 0.25h， 以93%的产率得到2-(4-chlorophenylaminocarbonylaminothio)pyridine 1-oxide
  参考文献：
  名称：

  N-Unsubstituted Sulfenamides by Electrophilic Amination of mercapto compounds

  摘要：

  Potential mercapto compounds derived from electron deficient heterocycles as 2- and 4-thiouracils, pyridines and pyridine-1-oxide are aminated by the oxaziridine 1 to new sulfenamides (6, 9, 11 and 15 or the isothiazolo-pyridine 14) which add to phenylisocyanates forming sulfenylureas (7, 10, 12 and 16). Several other mercapto compounds gave disulfides. Attempts of oxidation of the sulfenamides and the sulfenylureas were unsuccessful. The methylmercapto compound 19 after amination was hydrolyzed to the sulfoxide 20.

  DOI：

  10.1002/prac.19973390129
• 作为产物：
  描述：

  2-巯基吡啶-N-氧化物 在 1-氧杂-2-氮杂螺[2.5]辛烷 作用下， 以 甲苯 为溶剂， 以90%的产率得到2-aminothiopyridine 1-oxide
  参考文献：
  名称：

  N-Unsubstituted Sulfenamides by Electrophilic Amination of mercapto compounds

  摘要：

  Potential mercapto compounds derived from electron deficient heterocycles as 2- and 4-thiouracils, pyridines and pyridine-1-oxide are aminated by the oxaziridine 1 to new sulfenamides (6, 9, 11 and 15 or the isothiazolo-pyridine 14) which add to phenylisocyanates forming sulfenylureas (7, 10, 12 and 16). Several other mercapto compounds gave disulfides. Attempts of oxidation of the sulfenamides and the sulfenylureas were unsuccessful. The methylmercapto compound 19 after amination was hydrolyzed to the sulfoxide 20.

  DOI：

  10.1002/prac.19973390129

文献信息

• N-Unsubstituted Sulfenamides by Electrophilic Amination of mercapto compounds
  作者：Siegfried Andreae

  DOI：10.1002/prac.19973390129

  日期：——

  Potential mercapto compounds derived from electron deficient heterocycles as 2- and 4-thiouracils, pyridines and pyridine-1-oxide are aminated by the oxaziridine 1 to new sulfenamides (6, 9, 11 and 15 or the isothiazolo-pyridine 14) which add to phenylisocyanates forming sulfenylureas (7, 10, 12 and 16). Several other mercapto compounds gave disulfides. Attempts of oxidation of the sulfenamides and the sulfenylureas were unsuccessful. The methylmercapto compound 19 after amination was hydrolyzed to the sulfoxide 20.