1-(4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-phenylthiosemicarbazide | 1147210-41-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 1-(4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-phenylthiosemicarbazide
• 英文别名: 1-(4-Oxo-4,5-dihydro-1h-pyrazolo[3,4-d]-pyrimidin-6-yl)-4-phenyl-thiosemicarbazide；1-[(4-oxo-1,5-dihydropyrazolo[3,4-d]pyrimidin-6-yl)amino]-3-phenylthiourea
• CAS: 1147210-41-0
• 化学式: C₁₂H₁₁N₇OS
• 分子量: 301.332
• InChiKey: SONIEHTVFPAZRJ-UHFFFAOYSA-N

物化性质

• 熔点：
  >360 °C
• 沸点：
  562.2±42.0 °C(predicted)
• 密度：
  1.68±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  138
• 氢给体数：
  5
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-phenylthiosemicarbazide 在 sodium acetate 、 碘甲烷 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以86%的产率得到3-phenylamino-1,8-dihydro-5H-pyrazolo[3,4-d][1,2,4]triazolo[4,3-a]pyrimidin-5-one
  参考文献：
  名称：

  Synthesis of arylamino-substituted pyrazolo[3,4-d][1,2,4]triazolo[4,3-a]pyrimidinones, pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidinones, and their thermal isomerization

  摘要：

  The reaction of 1-(4-oxo-1-R-5H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-arylthiosemicarbazides with methyl iodide gave rise to 1,2,4-triazolo-pyrazolopyrimidinones of linear structure, and with dicyclohexylcarbodiimide the products had angular and linear structure. The heating of compounds obtained higher than their melting point resulted in their isomerization into 7-aryl-amino-1-R-1,8-dihydro-4H-pyrazolo[3,4-d]-[1,2,4]triazolo[1,5-a]pyrimidin-4-ones.

  DOI：

  10.1134/s1070428010020235
• 作为产物：
  描述：

  6-hydrazinyl-1H,4H,5H-pyrazolo[3,4-d]pyrimidin-4-one 、 硫代异氰酸苯酯 以 乙醇 为溶剂， 反应 4.0h， 以56%的产率得到1-(4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-phenylthiosemicarbazide
  参考文献：
  名称：

  Synthesis of arylamino-substituted pyrazolo[3,4-d][1,2,4]triazolo[4,3-a]pyrimidinones, pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidinones, and their thermal isomerization

  摘要：

  The reaction of 1-(4-oxo-1-R-5H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-arylthiosemicarbazides with methyl iodide gave rise to 1,2,4-triazolo-pyrazolopyrimidinones of linear structure, and with dicyclohexylcarbodiimide the products had angular and linear structure. The heating of compounds obtained higher than their melting point resulted in their isomerization into 7-aryl-amino-1-R-1,8-dihydro-4H-pyrazolo[3,4-d]-[1,2,4]triazolo[1,5-a]pyrimidin-4-ones.

  DOI：

  10.1134/s1070428010020235

文献信息

• Synthesis of arylamino-substituted pyrazolo[3,4-d][1,2,4]triazolo[4,3-a]pyrimidinones, pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidinones, and their thermal isomerization
  作者：R. I. Vas’kevich、A. V. Bentya、V. I. Staninets

  DOI：10.1134/s1070428010020235

  日期：2010.2

  The reaction of 1-(4-oxo-1-R-5H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-arylthiosemicarbazides with methyl iodide gave rise to 1,2,4-triazolo-pyrazolopyrimidinones of linear structure, and with dicyclohexylcarbodiimide the products had angular and linear structure. The heating of compounds obtained higher than their melting point resulted in their isomerization into 7-aryl-amino-1-R-1,8-dihydro-4H-pyrazolo[3,4-d]-[1,2,4]triazolo[1,5-a]pyrimidin-4-ones.