N-(4-Nitro-phenyl)-N'-[1-pentafluorophenyl-meth-(E)-ylidene]-hydrazine

• 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: N-(4-Nitro-phenyl)-N'-[1-pentafluorophenyl-meth-(E)-ylidene]-hydrazine
• 英文别名: 4-nitro-N-[(2,3,4,5,6-pentafluorophenyl)methylideneamino]aniline
• 化学式: C₁₃H₆F₅N₃O₂
• 分子量: 331.202
• InChiKey: DAEFDZQXTJLSTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  丙烯酸乙酯 、 N-(4-Nitro-phenyl)-N'-[1-pentafluorophenyl-meth-(E)-ylidene]-hydrazine 在 碘苯二乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以56%的产率得到5-ethoxycarbonyl-1-(4-nitrophenyl)-3-pentafluorophenyl-4,5-dihydropyrazole
  参考文献：
  名称：

  Synthesis of polyfluorophenyl substituted-4,5-dihydropyrazole derivatives via 1,3-dipolar cycloaddition of nitrile imine with ethyl acrylate

  摘要：

  Oxidation of aldehyde 4-chloro-2,3,5,6-tetrafluorophenylhydrazones (1) with [bis(acetoxy)iodo]benzene leads to the formation of nitrile imines (2) which reacted in situ with ethyl acrylate to produce 3-substituted-1-(4-chloro-2,3,5,6-tetrafluorophenyl)-5-ethoxycarbony1-4,5-dihydropyrazoles (3) in moderate to good yields. The structures of new compounds were fully confirmed by their spectral data, elemental analyses and X-ray diffraction (XRD) analysis. A plausible reaction mechanism for the synthesis of title compounds is presented. (C) 2003 Elsevier B.V. Ail rights reserved.

  DOI：

  10.1016/j.jfluchem.2003.08.005

文献信息

• Synthesis of polyfluorophenyl substituted-4,5-dihydropyrazole derivatives via 1,3-dipolar cycloaddition of nitrile imine with ethyl acrylate
  作者：Li-Ping Song、Shi-Zheng Zhu

  DOI：10.1016/j.jfluchem.2003.08.005

  日期：2003.12

  Oxidation of aldehyde 4-chloro-2,3,5,6-tetrafluorophenylhydrazones (1) with [bis(acetoxy)iodo]benzene leads to the formation of nitrile imines (2) which reacted in situ with ethyl acrylate to produce 3-substituted-1-(4-chloro-2,3,5,6-tetrafluorophenyl)-5-ethoxycarbony1-4,5-dihydropyrazoles (3) in moderate to good yields. The structures of new compounds were fully confirmed by their spectral data, elemental analyses and X-ray diffraction (XRD) analysis. A plausible reaction mechanism for the synthesis of title compounds is presented. (C) 2003 Elsevier B.V. Ail rights reserved.