4-(4-ethoxyphenyl)-6-(4-ethylpiperazinyl)-5-(2-methoxyphenylazo)-1-phenyl-2(1H)-pyridinone | 1255142-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-(4-ethoxyphenyl)-6-(4-ethylpiperazinyl)-5-(2-methoxyphenylazo)-1-phenyl-2(1H)-pyridinone
• 英文别名: 4-(4-ethoxyphenyl)-6-(4-ethylpiperazin-1-yl)-5-[(2-methoxyphenyl)diazenyl]-1-phenylpyridin-2-one
• CAS: 1255142-81-4
• 化学式: C₃₂H₃₅N₅O₃
• 分子量: 537.662
• InChiKey: BNBSSKHRZIJQAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  70
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-(4-Ethoxyphenyl)-1-phenylpyridine-2,6(1h,5h)-dione 在 盐酸 、 sodium nitrite 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 12.0h， 生成 4-(4-ethoxyphenyl)-6-(4-ethylpiperazinyl)-3-(2-methoxyphenylazo)-1-phenyl-2(1H)-pyridinone 、 4-(4-ethoxyphenyl)-6-(4-ethylpiperazinyl)-5-(2-methoxyphenylazo)-1-phenyl-2(1H)-pyridinone
  参考文献：
  名称：

  Synthesis of novel 6-(substituted amino)-4-(4-ethoxyphenyl)-1-phenyl-2(1H)-pyridinones via azo coupling

  摘要：

  6-(Substituted amino)-4-(4-ethoxyphenyl)-1-phenyl-2(1H)-pyridinones were prepared from beta-aryl glutaconic acid, which, on fusion with aniline, results in 4-(4-ethoxyphenyl)-1-phenylpyridine-2,6(1H,5H)-dione. This, on further treatment with phosphorus oxychloride gave 6-chloro-4-(4-ethoxyphenyl)-1-phenyl-2(1H)-pyridinone, and further treatment with secondary amines yielded 6-(substituted amino)-4-(4-ethoxyphenyl)-1-phenyl-2(1H)-pyridinones. These were subjected to azo coupling with different aryldiazonium chlorides furnishing two isomers, which were separated by column chromatography. All compounds were characterized by elemental analysis, and use of IR and NMR spectral data, and were evaluated for antimicrobial activity.

  DOI：

  10.1007/s00706-010-0366-5

文献信息

• Synthesis of novel 6-(substituted amino)-4-(4-ethoxyphenyl)-1-phenyl-2(1H)-pyridinones via azo coupling
  作者：N. B. Patel、A. I. Gandhi、R. D. Sharma

  DOI：10.1007/s00706-010-0366-5

  日期：2010.10

  6-(Substituted amino)-4-(4-ethoxyphenyl)-1-phenyl-2(1H)-pyridinones were prepared from beta-aryl glutaconic acid, which, on fusion with aniline, results in 4-(4-ethoxyphenyl)-1-phenylpyridine-2,6(1H,5H)-dione. This, on further treatment with phosphorus oxychloride gave 6-chloro-4-(4-ethoxyphenyl)-1-phenyl-2(1H)-pyridinone, and further treatment with secondary amines yielded 6-(substituted amino)-4-(4-ethoxyphenyl)-1-phenyl-2(1H)-pyridinones. These were subjected to azo coupling with different aryldiazonium chlorides furnishing two isomers, which were separated by column chromatography. All compounds were characterized by elemental analysis, and use of IR and NMR spectral data, and were evaluated for antimicrobial activity.