N,N'-bis(hydrazinocarbonylethyl)-1,4-phenylenediamine | 99102-53-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N'-bis(hydrazinocarbonylethyl)-1,4-phenylenediamine
• 英文别名: N,N'-bis(hydrazinocarbonyl-ethyl)-1,4-phenylenediamine；3-[4-[(3-hydrazinyl-3-oxopropyl)amino]anilino]propanehydrazide
• CAS: 99102-53-1
• 化学式: C₁₂H₂₀N₆O₂
• 分子量: 280.33
• InChiKey: KHVTWZXGTODNBF-UHFFFAOYSA-N

物化性质

• 熔点：
  186.9-187.6 °C(Solvent: Isopropanol)
• 沸点：
  709.7±55.0 °C(predicted)
• 密度：
  1.312±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  134
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 N,N'-bis(hydrazinocarbonylethyl)-1,4-phenylenediamine 在 potassium hydroxide 、 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以28%的产率得到N,N'-bis[(2-thioxo-2,3-dihydro-1,3,4-oxadiazol-5-yl)ethyl]-1,4-phenylenediamine
  参考文献：
  名称：

  Synthesis of azoles based on N,N′-bis(hydrazinocarbonyl-ethyl)-1,4-phenylenediamine

  摘要：

  N,N'-Bis[(1-methyl-3-oxobutylidene)hydrazinocarbonylethyl]-, N,N'-bis[(2,5-dimethylpyrrol-1-yl)carbamoylethyl]-, N, N'-bis(phenylureidocarbamoylethyl)-, N, N'-bis(phenylcarbamoyl)-, N, N'-bis(phenylureidocarbamoylethyl)-, and N, N'-bis[(4,5-dihydro-5-oxo-4-phenyl-1,2,4-triazol-3-yl)ethyl]-1,4-phenylenediamines, and their thio analogs were obtained by the condensation of N, N'-bis( hydrazinocarbonylethyl)-1,4-phenylenediamine with 2,4-pentanedione, 2,5-hexanedione, phenyl isocyanates, or phenyl isothiocyanates (with subsequent treatment of the obtained semicarbazides with alkali), and carbon disulfide respectively.

  DOI：

  10.1007/s10593-009-0361-0
• 作为产物：
  描述：

  N,N'-diacetyl-N,N'-bis-(methoxycarbonylethyl)-1,4-phenylenediamine 在 一水合肼 作用下， 反应 48.0h， 以0.85 g的产率得到N,N'-bis(hydrazinocarbonylethyl)-1,4-phenylenediamine
  参考文献：
  名称：

  Synthesis of azoles based on N,N′-bis(hydrazinocarbonyl-ethyl)-1,4-phenylenediamine

  摘要：

  N,N'-Bis[(1-methyl-3-oxobutylidene)hydrazinocarbonylethyl]-, N,N'-bis[(2,5-dimethylpyrrol-1-yl)carbamoylethyl]-, N, N'-bis(phenylureidocarbamoylethyl)-, N, N'-bis(phenylcarbamoyl)-, N, N'-bis(phenylureidocarbamoylethyl)-, and N, N'-bis[(4,5-dihydro-5-oxo-4-phenyl-1,2,4-triazol-3-yl)ethyl]-1,4-phenylenediamines, and their thio analogs were obtained by the condensation of N, N'-bis( hydrazinocarbonylethyl)-1,4-phenylenediamine with 2,4-pentanedione, 2,5-hexanedione, phenyl isocyanates, or phenyl isothiocyanates (with subsequent treatment of the obtained semicarbazides with alkali), and carbon disulfide respectively.

  DOI：

  10.1007/s10593-009-0361-0