5-p-chlorophenyl-6-iodo-8-phenyl-2H-pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidine-3-thione | 1338219-21-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-p-chlorophenyl-6-iodo-8-phenyl-2H-pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidine-3-thione
• 英文别名: 7-(4-Chlorophenyl)-8-iodo-11-phenyl-1,3,4,6,12-pentazatricyclo[7.3.0.02,6]dodeca-2,7,9,11-tetraene-5-thione
• CAS: 1338219-21-8
• 化学式: C₁₉H₁₁ClIN₅S
• 分子量: 503.753
• InChiKey: WRGXJPNOZOCZQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-p-chlorophenyl-8-phenyl-2H-pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidine-3-thione 在 一氯化碘 、 溶剂黄146 作用下， 反应 3.0h， 以80.52%的产率得到5-p-chlorophenyl-6-iodo-8-phenyl-2H-pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidine-3-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