Pyrazolo[1,5-c]pyrimidine-7(6H)-thione, 5-(4-methoxyphenyl)-2-phenyl- | 144564-55-6

• 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: Pyrazolo[1,5-c]pyrimidine-7(6H)-thione, 5-(4-methoxyphenyl)-2-phenyl-
• CAS: 144564-55-6
• 化学式: C₁₉H₁₅N₃OS
• 分子量: 333.414
• InChiKey: WDGVEAZZMUYPTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  42.32
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Pyrazolo[1,5-c]pyrimidine-7(6H)-thione, 5-(4-methoxyphenyl)-2-phenyl- 在 溴 、 溶剂黄146 作用下， 反应 3.0h， 以56.5%的产率得到3-bromo-5-p-methoxyphenyl-2-phenyl-6H-pyrazolo[1,5-c]pyrimidine-7-thione
  参考文献：
  名称：

  Annulation and Evaluation of Antibacterial Activity of the New Fused Tricyclic (5,5,6) Ring System of Pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidines

  摘要：

  A series of the new fused 5-aryl-8-phenyl-2H-pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidine-3-thiones 2 were prepared in excellent yields by the reaction of 5-aryl-7-hydrazino-2-phenylpyrazolo[1,5-c]pyrimidines 1 with carbon disulfide in the presence of potassium hydroxide. The pyrazolotriazolopyrimidinethiones gave with certain electrophiles the respective 6-substituted 3-thiones 4-6 rather than the 7-substituted isomeric structure 7. Oxidation of 2 with sodium nitrite or benzenediazonuim chloride afforded the corresponding disulfides 9 or 10 respectively. Moreover, the pyrazolotriazolopyrimidinones 8 were prepared upon reaction with alkaline hydrogen peroxide. All the above compounds were evaluated as antibacterial agents against a variety of microorganisms.

  DOI：

  10.3987/com-11-12240
• 作为产物：
  描述：

  5-(4-methoxyphenyl)-1-phenylpent-1-yne-3,5-dione 、 氨基硫脲 以 乙醇 为溶剂， 反应 3.0h， 以75%的产率得到Pyrazolo[1,5-c]pyrimidine-7(6H)-thione, 5-(4-methoxyphenyl)-2-phenyl-
  参考文献：
  名称：

  从乙炔β-二酮合成吡唑并[1,5-c]嘧啶的新方法

  摘要：

  5-Aryl-2-phenylpyrazolo[1,5-c]pyrimidine-7(6H)-thiones 已通过 1,5-diaryl-4-pentyne-1,3-diones 与氨基硫脲反应合成，它们的反应是学习了。吡唑并嘧啶硫酮与某些亲电子试剂产生相应的 3-取代 7-硫酮。它们的氧化提供相应的二硫化物。此外，它们可以通过与碱性过氧化氢反应转化为相应的吡唑并嘧啶酮。上述化合物的结构由它们的光谱特征确定。

  DOI：

  10.1246/bcsj.65.3419

文献信息

• Preparation and Reactions of 6-Aryl-1,5-dihydro-3-phenyl-4<i>H</i>-pyrazolo[4,3-<i>c</i>]pyridin-4-ones
  作者：Mohamed Gaber Marei

  DOI：10.1246/bcsj.66.1172

  日期：1993.4

  The title compounds have been prepared in excellent yields by the reaction of 5-aryl-2-phenylpyrazolo[1,5-c]pyrimidine-7(6H)-thiones with potassium hydroxide. The reactions of these pyrazolopyridones have been investigated. The ring system readily undergoes electrophilic substitution at the 7-position. They are converted to the corresponding pyrazolopyridinethiones on reaction with phosphorus pentasulfide. The structures of the above compounds were elucidated by their spectral characteristics.

  通过5-芳基-2-苯基吡唑并[1,5-c]嘧啶-7(6H)-硫酮与氢氧化钾的反应，以优异的收率制备了标题化合物。已经研究了这些吡唑并吡啶酮的反应。环系统很容易在7位发生亲电取代。它们与五硫化二磷反应转化为相应的吡唑并吡啶硫酮。通过光谱特征阐明了上述化合物的结构。
• Marei, Mohamed Gaber; El-Ghanam, Moneim, Journal of Chemical Research, Miniprint, 1993, # 8, p. 2175 - 2188
  作者：Marei, Mohamed Gaber、El-Ghanam, Moneim

  DOI：——

  日期：——