[1,2,4]triazolo[4,3-c]pyrimidine-5(6H)-one | 90993-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: [1,2,4]triazolo[4,3-c]pyrimidine-5(6H)-one
• 英文别名: [1,2,4]Triazolo[4,3-c]pyrimidin-5(1H)-one；6H-[1,2,4]triazolo[4,3-c]pyrimidin-5-one
• CAS: 90993-88-7
• 化学式: C₅H₄N₄O
• mdl: MFCD18835117
• 分子量: 136.113
• InChiKey: VNMKCHFGAZFWKI-UHFFFAOYSA-N

物化性质

• 密度：
  1.74±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  [1,2,4]triazolo[4,3-c]pyrimidine-5(6H)-one 以 乙醇 为溶剂， 生成 [1,2,4]噻唑并[1,5-c]嘧啶-5(6h)-酮
  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：

  2-羟基-4-肼基嘧啶 、 原甲酸三乙酯 在 三氟乙酸 作用下， 反应 1.0h， 以88%的产率得到[1,2,4]triazolo[4,3-c]pyrimidine-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