4-[(4-Chloro-phenyl)-hydrazono]-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[(4-Chloro-phenyl)-hydrazono]-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one
• 英文别名: 4-[(4-chlorophenyl)diazenyl]-5-methyl-2-phenyl-1H-pyrazol-3-one
• 化学式: C₁₆H₁₃ClN₄O
• 分子量: 312.758
• InChiKey: DGXYYUSACCRKEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  57.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氯苯胺 在 盐酸 、 亚硝酸 作用下， 反应 4.0h， 生成 4-[(4-Chloro-phenyl)-hydrazono]-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one
  参考文献：
  名称：

  Sydnones as Masked Hydrazines for the Synthesis of 4‐Arylazo‐1,2‐dihydro‐pyrazol‐3‐one Derivatives

  摘要：

  A simple and convenient one-pot synthesis of 4-(4-chlorophenylazo)-5-methyl-2-aryl- 1,2-dihydro-pyrazol -3-ones (4a-j) has been carried out from 3-arylsydnones (3a-j) by reaction with 2-(4-chlorophenyl)-hydrazono-3-oxo-butyric acid ethyl ester (2b). The 3-arylsydnones are used as masked hydrazines in this reaction. Similarly, the 4-arylazo-2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-8-ylmethyl)-5-methy 1- 1,2-dihydro-pyrazol-3-ones (7a-j) were synthesized from 3+7-acetoxy-4-methyl-8-methylene)coumaryl]sydnone (5). All the newly synthesized compounds exhibited antimicrobial activity greater than the reference drugs used.

  DOI：

  10.1080/00397910500182333