7-Methyl-3-phenyl-6H-[1,2,4]triazolo[4,3-c]pyrimidin-5-one | 108669-79-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-Methyl-3-phenyl-6H-[1,2,4]triazolo[4,3-c]pyrimidin-5-one
• CAS: 108669-79-0
• 化学式: C₁₂H₁₀N₄O
• 分子量: 226.238
• InChiKey: IFYLWVOHJXBUQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  59.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-Methyl-3-phenyl-6H-[1,2,4]triazolo[4,3-c]pyrimidin-5-one 以 乙醇 为溶剂， 生成 7-methyl-2-phenyl-s-triazolo<1,5-c>pyrimidin-5(6H)-one
  参考文献：
  名称：

  The First Reliable, General Synthesis of the 5-Oxo Derivatives of 5,6-Dihydro-1,2,4-triazolo[4,3-c]pyrimidine and the Rates of Isomerization of the [4,3-c] Compounds into Their [1,5-c] Isomers

  摘要：

  This paper describes a reliable synthesis of the 5-oxo derivatives (8) of 5,6-dihydro-1,2,4-triazolo[4,3-c]pyrimidine, by the reaction of 2-oxo-1,2-dihydropyrimidin-4-ylhydrazines (7) with the appropriate triethyl orthoesters in trifluoroacetic acid below 30 degreesC or by the oxidative cyclization of their aldehyde hydrazones (10) with 70% nitric acid in trifluoroacetic acid below 40 degreesC, and the rates of isomerization of the [4,3-c] compounds (8) into the [1,5-c] isomers (9).

  DOI：

  10.3987/com-02-9450
• 作为产物：
  描述：

  6-Methyl-4-{[1-phenyl-meth-(E)-ylidene]-hydrazono}-3,4-dihydro-1H-pyrimidin-2-one 在 硝酸 作用下， 以 三氟乙酸 为溶剂， 反应 0.5h， 以71%的产率得到7-Methyl-3-phenyl-6H-[1,2,4]triazolo[4,3-c]pyrimidin-5-one
  参考文献：
  名称：

  The First Reliable, General Synthesis of the 5-Oxo Derivatives of 5,6-Dihydro-1,2,4-triazolo[4,3-c]pyrimidine and the Rates of Isomerization of the [4,3-c] Compounds into Their [1,5-c] Isomers

  摘要：

  This paper describes a reliable synthesis of the 5-oxo derivatives (8) of 5,6-dihydro-1,2,4-triazolo[4,3-c]pyrimidine, by the reaction of 2-oxo-1,2-dihydropyrimidin-4-ylhydrazines (7) with the appropriate triethyl orthoesters in trifluoroacetic acid below 30 degreesC or by the oxidative cyclization of their aldehyde hydrazones (10) with 70% nitric acid in trifluoroacetic acid below 40 degreesC, and the rates of isomerization of the [4,3-c] compounds (8) into the [1,5-c] isomers (9).

  DOI：

  10.3987/com-02-9450