4-(4-chlorophenyl)-3-methyl-1-phenyl-1H-pyrazol-5-amine | 321385-90-4

• 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-(4-chlorophenyl)-3-methyl-1-phenyl-1H-pyrazol-5-amine
• 英文别名: 4-(4-chlorophenyl)-5-methyl-2-phenylpyrazol-3-amine
• CAS: 321385-90-4
• 化学式: C₁₆H₁₄ClN₃
• 分子量: 283.76
• InChiKey: XHVXJQPAQVYYBM-UHFFFAOYSA-N

物化性质

• 沸点：
  435.2±45.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-氨基-3-甲基-1-苯基吡唑 、 4-氯苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 N-碘代丁二酰亚胺 、 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 以52%的产率得到4-(4-chlorophenyl)-3-methyl-1-phenyl-1H-pyrazol-5-amine
  参考文献：
  名称：

  Pd-catalyzed direct arylation of phenylpyrazole: Synthesis of fipronil derivatives with aryl boronic acids promoted by a stoichiometric amount of NIS

  摘要：

  The palladium-catalyzed direct arylation of phenylpyrazole with aryl boronic acid promoted by a stoichiometric amount of NIS has been reported. Several phenyl pyrazoles, especially for those with trifluoromethyl groups, can participate in the reaction, providing a series of fipronil derivatives of 4-aryl-phenylpyrazole with potential bioactivity in moderate to good yields. All the compounds were characterized by H-1 NMR, C-13 NMR and FIRMS spectroscopic techniques. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.02.007

文献信息

• Pd-catalyzed direct arylation of phenylpyrazole: Synthesis of fipronil derivatives with aryl boronic acids promoted by a stoichiometric amount of NIS
  作者：Ting Lv、Xiao-Hong Zhang、Jiang-Sheng Han、Ping Zhong

  DOI：10.1016/j.jfluchem.2012.02.007

  日期：2012.5

  The palladium-catalyzed direct arylation of phenylpyrazole with aryl boronic acid promoted by a stoichiometric amount of NIS has been reported. Several phenyl pyrazoles, especially for those with trifluoromethyl groups, can participate in the reaction, providing a series of fipronil derivatives of 4-aryl-phenylpyrazole with potential bioactivity in moderate to good yields. All the compounds were characterized by H-1 NMR, C-13 NMR and FIRMS spectroscopic techniques. (c) 2012 Elsevier B.V. All rights reserved.