1-methyl-6-phenyl-1H-pyrazolo[5,1-c][1,2,4]triazole | 1382039-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-methyl-6-phenyl-1H-pyrazolo[5,1-c][1,2,4]triazole
• 英文别名: 1-Methyl-6-phenylpyrazolo[5,1-c][1,2,4]triazole
• CAS: 1382039-34-0
• 化学式: C₁₁H₁₀N₄
• 分子量: 198.227
• InChiKey: WSBOWYKYMXVQNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  35.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(1-methyl-1H-1,2,4-triazol-4-ium-4-yl)(tosyl)amide 、 苯乙炔 在 吡啶 、 copper(I) bromide 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以54%的产率得到1-methyl-6-phenyl-1H-pyrazolo[5,1-c][1,2,4]triazole
  参考文献：
  名称：

  Cu(I)-Catalyzed Regioselective Synthesis of Pyrazolo[5,1-c]-1,2,4-triazoles

  摘要：

  Cycloadditions of terminal alkynes to 1,2,4-triazolium N-imides in the presence of base and Cu(I) afford pyrazolo[5,1-c]-1,2,4-triazoles regioselectively. The scope of alkynes, the influence of the electronic nature of the leaving group, and variations in the 1-alkyl substituent were examined. Quantum chemical calculations were employed to explain the distinct reactivity of the propiolates.

  DOI：

  10.1021/jo300611a

文献信息

• Cu(I)-Catalyzed Regioselective Synthesis of Pyrazolo[5,1-<i>c</i>]-1,2,4-triazoles
  作者：Davit Jishkariani、C. Dennis Hall、Alexander A. Oliferenko、David Leino、Alan R. Katritzky

  DOI：10.1021/jo300611a

  日期：2012.7.6

  Cycloadditions of terminal alkynes to 1,2,4-triazolium N-imides in the presence of base and Cu(I) afford pyrazolo[5,1-c]-1,2,4-triazoles regioselectively. The scope of alkynes, the influence of the electronic nature of the leaving group, and variations in the 1-alkyl substituent were examined. Quantum chemical calculations were employed to explain the distinct reactivity of the propiolates.