2-(1-benzyl-1H-1,2,4-triazol-4-ium-4-yl)-1-(cyanoimino)-3-ethoxy-1-(methylthio)-3-oxopropan-2-ide | 168138-65-6

• 英文名称: 2-(1-benzyl-1H-1,2,4-triazol-4-ium-4-yl)-1-(cyanoimino)-3-ethoxy-1-(methylthio)-3-oxopropan-2-ide
• CAS: 168138-65-6
• 化学式: C₁₆H₁₇N₅O₂S
• 分子量: 343.409
• InChiKey: DERGPZGXCIEYLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  2-(1-benzyl-1H-1,2,4-triazol-4-ium-4-yl)-1-(cyanoimino)-3-ethoxy-1-(methylthio)-3-oxopropan-2-ide 以 xylene 为溶剂， 反应 24.0h， 以40%的产率得到4,7-dihydro-1-benzyl-4-ethoxycarbonyl-7-imino-5-methylthio-1,2,4-triazolo<4,3-a>pyrazin-3a-ium-4-ide
  参考文献：
  名称：

  Thermal Reaction of 1,2,4-Triazolium N-Allylides: Formation of Mesomeric Betaines, 1,2,4-Triazolo[4,3-a]pyridiniumides, via Back-donated 1,6-Cyclization

  摘要：

  The reaction of 1,2,4-triazolium salt (7) with polarized olefins (2, 3a,b) in the presence of K2CO3 in CHCl3-EtOH gave the corresponding triazolium N-allylides (8a-c). Thermolyses of the N-allylides (8a,c) afforded the mesomeric betaine (9a) and the 8-amino-1,2,4-triazolo[4,3-a]pyridine derivative (10). Similar treatment of the salt (7) with polarized olefins (3c,d, 4a) directly yielded mesomeric betaines (9c-e), while the reaction of the salt (7) with polarized olefin (4b) gave the pyrrolo[1,2-d]-1,2,4-triazine derivative (11). The formation of mesomeric betaines is suggested to proceed via back-donated 1,6-cyclization.

  DOI：

  10.3987/com-94-6950
• 作为产物：
  描述：

  1-苄基-1,2,4-噻唑 在 potassium carbonate 作用下， 以 乙醇 、 氯仿 、 丙酮 为溶剂， 反应 336.0h， 生成 2-(1-benzyl-1H-1,2,4-triazol-4-ium-4-yl)-1-(cyanoimino)-3-ethoxy-1-(methylthio)-3-oxopropan-2-ide
  参考文献：
  名称：

  Thermal Reaction of 1,2,4-Triazolium N-Allylides: Formation of Mesomeric Betaines, 1,2,4-Triazolo[4,3-a]pyridiniumides, via Back-donated 1,6-Cyclization

  摘要：

  The reaction of 1,2,4-triazolium salt (7) with polarized olefins (2, 3a,b) in the presence of K2CO3 in CHCl3-EtOH gave the corresponding triazolium N-allylides (8a-c). Thermolyses of the N-allylides (8a,c) afforded the mesomeric betaine (9a) and the 8-amino-1,2,4-triazolo[4,3-a]pyridine derivative (10). Similar treatment of the salt (7) with polarized olefins (3c,d, 4a) directly yielded mesomeric betaines (9c-e), while the reaction of the salt (7) with polarized olefin (4b) gave the pyrrolo[1,2-d]-1,2,4-triazine derivative (11). The formation of mesomeric betaines is suggested to proceed via back-donated 1,6-cyclization.

  DOI：

  10.3987/com-94-6950