N-[1-phenyl-5-(pyrrol-1-yl)-1H-pyrazol-4-yl]benzamide | 867289-20-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-[1-phenyl-5-(pyrrol-1-yl)-1H-pyrazol-4-yl]benzamide
• 英文别名: N-(1-phenyl-5-(pyrrol-1-yl)-1h-pyrazol-4-yl)benzamide；N-(1-phenyl-5-pyrrol-1-ylpyrazol-4-yl)benzamide
• CAS: 867289-20-1
• 化学式: C₂₀H₁₆N₄O
• 分子量: 328.373
• InChiKey: JPGJIHLGBLIQJT-UHFFFAOYSA-N

物化性质

• 熔点：
  128-130 °C(Solv: ethanol (64-17-5))
• 沸点：
  449.7±30.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[1-phenyl-5-(pyrrol-1-yl)-1H-pyrazol-4-yl]benzamide 在 三氯氧磷 作用下， 反应 3.0h， 以32%的产率得到1,3-diphenyl-1H-pyrazolo[4,3-e]pyrrolo[1,2-a]pyrazine
  参考文献：
  名称：

  Pyrazoles and Pyrazolo[4,3-e]pyrrolo[1,2-a]pyrazines, I. Synthesis and Antimicrobial Activity

  摘要：

  The synthesis of the title compounds was achieved using 1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-3-carboxylic acid azide as starting material. The latter compound was allowed to react with alcohols and amines to afford the corresponding carbamates and urea derivatives. Alkaline hydrolysis of the carbamates gave the corresponding amine, which was acylated and/or aroylated to give amide derivatives. These and the urea derivatives were subjected to cyclodehydration to give the title compounds. Antibacterial and antifungal activities were observed for several derivatives.

  DOI：

  10.1007/s00706-004-0234-2
• 作为产物：
  描述：

  1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-4-carbohydrazide 在 sodium hydroxide 、 sodium nitrite 作用下， 以 吡啶 、 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 53.0h， 生成 N-[1-phenyl-5-(pyrrol-1-yl)-1H-pyrazol-4-yl]benzamide
  参考文献：
  名称：

  Pyrazoles and Pyrazolo[4,3-e]pyrrolo[1,2-a]pyrazines, I. Synthesis and Antimicrobial Activity

  摘要：

  The synthesis of the title compounds was achieved using 1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-3-carboxylic acid azide as starting material. The latter compound was allowed to react with alcohols and amines to afford the corresponding carbamates and urea derivatives. Alkaline hydrolysis of the carbamates gave the corresponding amine, which was acylated and/or aroylated to give amide derivatives. These and the urea derivatives were subjected to cyclodehydration to give the title compounds. Antibacterial and antifungal activities were observed for several derivatives.

  DOI：

  10.1007/s00706-004-0234-2