3-Allyl-2-aminosulfanyl-3H-quinazolin-4-one | 137081-44-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-Allyl-2-aminosulfanyl-3H-quinazolin-4-one
• 英文别名: 2-aminosulfanyl-3-prop-2-enylquinazolin-4-one
• CAS: 137081-44-8
• 化学式: C₁₁H₁₁N₃OS
• 分子量: 233.294
• InChiKey: FLGZNHKLFVNDDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  异氰酸苯酯 、 3-Allyl-2-aminosulfanyl-3H-quinazolin-4-one 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以78%的产率得到
  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：

  3-烯丙基-2-巯基-3H-喹唑啉-4-酮 在 1-氧杂-2-氮杂螺[2.5]辛烷 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 以68%的产率得到3-Allyl-2-aminosulfanyl-3H-quinazolin-4-one
  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