6-(3-phenylprop-2-en-1-ylsulfanyl)-1-(4-tolyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one | 946262-56-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(3-phenylprop-2-en-1-ylsulfanyl)-1-(4-tolyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
• 英文别名: 1-(4-methylphenyl)-6-(3-phenylprop-2-enylsulfanyl)-5H-pyrazolo[3,4-d]pyrimidin-4-one
• CAS: 946262-56-2
• 化学式: C₂₁H₁₈N₄OS
• 分子量: 374.466
• InChiKey: HXPAPFRITZYYSB-UHFFFAOYSA-N

物化性质

• 熔点：
  216 °C(Solv: ethanol (64-17-5))
• 沸点：
  583.0±60.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  84.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(3-phenylprop-2-en-1-ylsulfanyl)-1-(4-tolyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one 在 硫酸 作用下， 反应 14.0h， 以48%的产率得到6-phenyl-1-(4-tolyl)-4,6,7,8-tetrahydro-1H-pyrazolo[3',4':4,5]pyrimido[2,1-b][1,3]thiazin-4-one
  参考文献：
  名称：

  Electrophilic heterocyclization of 6-alken(yn)ylsulfanyl-pyrazolo[3,4-d]pyrimidin-4(5H)-ones

  摘要：

  6-Allylsulfanyl-1-arylpyrazolo[3,4-d]pyrimidin-4(5H)-ones react with iodine and sulfuric acid to give angular pyrazolothiazolopyrimidine derivatives. The reaction of 6-(prop-2-yn-1-ylsulfanyl)-1-(4-tolyl)-pyrazolo[3,4-d]pyrimidin-4(5H)-one with sulfuric acid gives angularly fused pyrazolo[4,3-e][1,3]thiazolo-[3,2-a]pyrimidin-4-one, whereas in the reaction with sodium methoxide linearly fused pyrazolo[3,4-d][1,3]-thiazolo[3,2-a]pyrimidin-4-one was formed. Linearly fused pyrazolo[3',4':4,5]pyrimido[2,1-b][1,3]thiazole derivatives were also obtained by reaction of 1-aryl-6-(3-phenylprop-2-en-1-ylsulfanyl)pyrazolo[3,4-d]pyrimidin-4(5H)-ones with sulfuric acid.

  DOI：

  10.1134/s1070428008090194
• 作为产物：
  描述：

  6-mercapto-1-(4-methylphenyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one 、 肉桂基氯 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以71%的产率得到6-(3-phenylprop-2-en-1-ylsulfanyl)-1-(4-tolyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
  参考文献：
  名称：

  Electrophilic heterocyclization of 6-alken(yn)ylsulfanyl-pyrazolo[3,4-d]pyrimidin-4(5H)-ones

  摘要：

  6-Allylsulfanyl-1-arylpyrazolo[3,4-d]pyrimidin-4(5H)-ones react with iodine and sulfuric acid to give angular pyrazolothiazolopyrimidine derivatives. The reaction of 6-(prop-2-yn-1-ylsulfanyl)-1-(4-tolyl)-pyrazolo[3,4-d]pyrimidin-4(5H)-one with sulfuric acid gives angularly fused pyrazolo[4,3-e][1,3]thiazolo-[3,2-a]pyrimidin-4-one, whereas in the reaction with sodium methoxide linearly fused pyrazolo[3,4-d][1,3]-thiazolo[3,2-a]pyrimidin-4-one was formed. Linearly fused pyrazolo[3',4':4,5]pyrimido[2,1-b][1,3]thiazole derivatives were also obtained by reaction of 1-aryl-6-(3-phenylprop-2-en-1-ylsulfanyl)pyrazolo[3,4-d]pyrimidin-4(5H)-ones with sulfuric acid.

  DOI：

  10.1134/s1070428008090194