4-bromo-5-(4-chlorophenyl)-3-methyl-3-phenyl-3H-pyrazole | 1428901-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-bromo-5-(4-chlorophenyl)-3-methyl-3-phenyl-3H-pyrazole
• 英文别名: 4-Bromo-5-(4-chlorophenyl)-3-methyl-3-phenylpyrazole；4-bromo-5-(4-chlorophenyl)-3-methyl-3-phenylpyrazole
• CAS: 1428901-38-5
• 化学式: C₁₆H₁₂BrClN₂
• 分子量: 347.642
• InChiKey: FIDRWAALEXIJCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯苯甲醛 在 四溴化碳 、 三苯基膦 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.25h， 生成 4-bromo-5-(4-chlorophenyl)-3-methyl-3-phenyl-3H-pyrazole
  参考文献：
  名称：

  An Efficient One-Pot Synthesis of 3,5-Diaryl-4-bromopyrazoles by 1,3-Dipolar Cycloaddition of In Situ Generated Diazo Compounds and 1-Bromoalk-1-ynes

  摘要：

  A simple, highly efficient, one-pot synthesis of 3,5-diaryl-4-bromopyrazoles via 1,3-dipolar cycloaddition of diazo compounds and alkynyl bromides has been developed. The diazo compounds and alkynyl bromides were generated in situ from tosylhydrazones and gem-dibromoalkenes, respectively. When ketone-derived hydrazones were used, 3,5-diaryl-4-bromo-3H-pyrazoles were obtained and the isomerization products 3,5-diaryl-4-bromo-1H-pyrazoles were formed when using aldehyde-derived hydrazones. The reaction system exhibited high regioselectivity and good functional group tolerance. Both electron-rich and electron-deficient substituents on the aromatic ring of the hydrazones or the gem-dibromoalkenes gave desired products in moderate to good yields (67-86%).

  DOI：

  10.1055/s-0032-1317992