2-iodo-benzaldehyde phenylhydrazone | 35713-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-iodo-benzaldehyde phenylhydrazone
• 英文别名: 2-Jod-benzaldehyd-phenylhydrazon；o-Iodbenzaldehydphenylhydrazon
• CAS: 35713-98-5
• 化学式: C₁₃H₁₁IN₂
• 分子量: 322.148
• InChiKey: LIYBUNPFPKUXMF-UHFFFAOYSA-N

物化性质

• 沸点：
  394.1±34.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-iodo-benzaldehyde phenylhydrazone 在 copper(l) iodide trans-1,2-diaminomethyl-cyclohexane 、 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 0.17h， 以94%的产率得到1-苯基-1H-吲唑
  参考文献：
  名称：

  Microwave-assisted synthesis of 1-aryl-1H-indazoles via one-pot two-step Cu-catalyzed intramolecular N-arylation of arylhydrazones

  摘要：

  A highly efficient one-pot two-step microwave procedure was developed for the synthesis of 1-aryl-1H-indazoles. Microwave heating of 2-halobenzaldehydes or 2-haloacetophenones with phenylhydrazines at 160 degrees C for 10 min quantitatively yielded the arylhydrazones, which were further cyclized to give 1-aryl-1H-indazoles via CuI/diamine-catalyzed N-arylation under microwave heating (160 degrees C, 10min). Good to excellent yields were observed for 2-iodo, 2-bromo, and 2-chloro benzaldehydes or acetophenones. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.143
• 作为产物：
  描述：

  2-碘苯甲醛 、 苯肼 以 N-甲基吡咯烷酮 为溶剂， 反应 0.17h， 以100%的产率得到2-iodo-benzaldehyde phenylhydrazone
  参考文献：
  名称：

  Microwave-assisted synthesis of 1-aryl-1H-indazoles via one-pot two-step Cu-catalyzed intramolecular N-arylation of arylhydrazones

  摘要：

  A highly efficient one-pot two-step microwave procedure was developed for the synthesis of 1-aryl-1H-indazoles. Microwave heating of 2-halobenzaldehydes or 2-haloacetophenones with phenylhydrazines at 160 degrees C for 10 min quantitatively yielded the arylhydrazones, which were further cyclized to give 1-aryl-1H-indazoles via CuI/diamine-catalyzed N-arylation under microwave heating (160 degrees C, 10min). Good to excellent yields were observed for 2-iodo, 2-bromo, and 2-chloro benzaldehydes or acetophenones. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.143