1-(4-chlorophenyl)-3-phenyl-5-bromopyrazole | 293315-44-3

• 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-(4-chlorophenyl)-3-phenyl-5-bromopyrazole
• 英文别名: 5-bromo-1-(4-chlorophenyl)-3-phenyl-1H-pyrazole；5-Bromo-1-(4-chlorophenyl)-3-phenylpyrazole
• CAS: 293315-44-3
• 化学式: C₁₅H₁₀BrClN₂
• 分子量: 333.615
• InChiKey: WTUKNLZASGTZIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-3-phenyl-5-bromopyrazole 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium tert-butylate 、 氢气 作用下， 以 甲苯 为溶剂， 以83%的产率得到1-(4-chlorophenyl)-3-phenyl-1H-pyrazole
  参考文献：
  名称：

  Palladium-catalyzed dehalogenation of 5-halopyrazoles

  摘要：

  AbstractA new and efficient method for the dehalogenation of 5‐halopyrazoles was developed by using the catalytic amount of palladium (II) chloride and triphenylphosphine as a ligand at reflux under constant flow of hydrogen gas. The reaction gave the corresponding pyrazole products in good to excellent yields (≥83%). J. Heterocyclic Chem., (2012).

  DOI：

  10.1002/jhet.845
• 作为产物：
  描述：

  1-(4-氯苯基)-3-苯基-2-吡唑-5-酮 在 三溴化磷 作用下， 以 乙腈 为溶剂， 生成 1-(4-chlorophenyl)-3-phenyl-5-bromopyrazole
  参考文献：
  名称：

  Palladium-catalyzed dehalogenation of 5-halopyrazoles

  摘要：

  AbstractA new and efficient method for the dehalogenation of 5‐halopyrazoles was developed by using the catalytic amount of palladium (II) chloride and triphenylphosphine as a ligand at reflux under constant flow of hydrogen gas. The reaction gave the corresponding pyrazole products in good to excellent yields (≥83%). J. Heterocyclic Chem., (2012).

  DOI：

  10.1002/jhet.845

文献信息

• Cross-coupling of 1-aryl-5-bromopyrazoles: regioselective synthesis of 3,5-disubstituted 1-arylpyrazoles
  作者：Xiao-jun Wang、Jonathan Tan、Karl Grozinger

  DOI：10.1016/s0040-4039(00)00704-8

  日期：2000.6

  The cross-coupling of 1-aryl-5-bromopyrazoles 4 with alkynes, vinyltins and arylboronic acids promoted by Pd(PPh3)(4) afforded unsymmetrical 3,5-disubstituted 1-arylpyrazoles 5-8 in excellent yields. 1-Aryl-5-bromopyrazoles 4 were prepared from their corresponding 1-arylpyrazolones 3 with PBr3 in refluxing acetonitrile. (C) 2000 Elsevier Science Ltd. All rights reserved.