ethyl (1-phenyl-7-phenylamino-5-oxo-1,2,4-triazolo[4,3-a]pyrimidin-3-yl)carboxylate | 407627-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl (1-phenyl-7-phenylamino-5-oxo-1,2,4-triazolo[4,3-a]pyrimidin-3-yl)carboxylate
• 英文别名: Ethyl 7-anilino-5-oxo-1-phenyl-1,5-dihydro[1,2,4]triazolo[4,3-a]pyrimidine-3-carboxylate；ethyl 7-anilino-5-oxo-1-phenyl-[1,2,4]triazolo[4,3-a]pyrimidine-3-carboxylate
• CAS: 407627-16-1
• 化学式: C₂₀H₁₇N₅O₃
• 分子量: 375.387
• InChiKey: FRAZIQLTRDCUAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  86.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl (1-phenyl-7-phenylamino-5-oxo-1,2,4-triazolo[4,3-a]pyrimidin-3-yl)carboxylate 在 溶剂黄146 、 sodium nitrite 作用下， 以70%的产率得到ethyl (1-phenyl-6-nitroso-7-phenylamino-5-oxo-1,2,4-triazolo[4,3-a]pyrimidin-3-yl)carboxylate
  参考文献：
  名称：

  Novel synthesis of 1,2,4-triazolo[4,3- a ]pyrimidin-5-one derivatives

  摘要：

  1,2-Dihydro-2-thioxopyrimidin-4(3H)ones 6 react with C-ethoxycarbonyl-N-arylhydrazonoyl chlorides 1 to give 1,2,4-triazolo[4,3-a] pyrimidines 11 in good yield. The latter products 11 react with benzenediazonium chloride, nitrous acid, acetyl chloride and chloroacetyl chloride to give the corresponding substitution products 16-18. The structures of the newly synthesized compounds are established on the basis of chemical and spectroscopic evidence. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)01026-2
• 作为产物：
  描述：

  ethyl (phenylhydrazono)chloroacetate 、 6-苯胺基-2-硫代尿嘧啶 以 氯仿 为溶剂， 以85%的产率得到ethyl (1-phenyl-7-phenylamino-5-oxo-1,2,4-triazolo[4,3-a]pyrimidin-3-yl)carboxylate
  参考文献：
  名称：

  Novel synthesis of 1,2,4-triazolo[4,3- a ]pyrimidin-5-one derivatives

  摘要：

  1,2-Dihydro-2-thioxopyrimidin-4(3H)ones 6 react with C-ethoxycarbonyl-N-arylhydrazonoyl chlorides 1 to give 1,2,4-triazolo[4,3-a] pyrimidines 11 in good yield. The latter products 11 react with benzenediazonium chloride, nitrous acid, acetyl chloride and chloroacetyl chloride to give the corresponding substitution products 16-18. The structures of the newly synthesized compounds are established on the basis of chemical and spectroscopic evidence. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)01026-2