4-{[1-Phenyl-meth-(E)-ylidene]-hydrazono}-3,4-dihydro-1H-pyrimidin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-{[1-Phenyl-meth-(E)-ylidene]-hydrazono}-3,4-dihydro-1H-pyrimidin-2-one
• 英文别名: 4-[(2E)-2-benzylidenehydrazinyl]pyrimidin-2(1H)-one；6-[(2E)-2-benzylidenehydrazinyl]-1H-pyrimidin-2-one
• 化学式: C₁₁H₁₀N₄O
• 分子量: 214.227
• InChiKey: SRKBJLDBDOXUKE-MDWZMJQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  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， 以70%的产率得到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

文献信息

• 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
  作者：Tomohisa Nagamatsu、Takayuki Fujita

  DOI：10.3987/com-02-9450

  日期：——

  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).