2-(5-nitropyridin-2-yl)-1-phenylethanone | 1279130-86-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(5-nitropyridin-2-yl)-1-phenylethanone
• 英文别名: (5-nitropyrid-2-yl)acetophenone；5-nitro-2-phenacylpyridine
• CAS: 1279130-86-7
• 化学式: C₁₃H₁₀N₂O₃
• 分子量: 242.234
• InChiKey: HRBDEAXVYXCWES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  75.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(5-nitropyridin-2-yl)-1-phenylethanone 以 水 为溶剂， 反应 15.0h， 生成 2-甲氨-5-硝基二苯甲酮
  参考文献：
  名称：

  二苯甲酮衍生物合成新路线

  摘要：

  摘要 1-烷基-2-(苯甲酰基甲基)吡啶碘化物3a-d, 6在各种亲核试剂存在下的重排反应生成2-烷基氨基二苯甲酮衍生物4a-c。用烷基亚硫酸铵作为再循环试剂获得了最好的结果。

  DOI：

  10.1515/hc-2017-0005
• 作为产物：
  描述：

  5-nitro-2-(phenylethynyl)pyridine 在 硫酸 、 mercury(II) diacetate 、 水 作用下， 反应 2.0h， 以45%的产率得到2-(5-nitropyridin-2-yl)-1-phenylethanone
  参考文献：
  名称：

  Nitropyridines: X. Palladium-catalyzed cross-coupling of 2-bromo-5-nitropyridine with terminal acetylenes

  摘要：

  Substituted 5-nitro-2-ethynylpyridines were synthesized by the Sonogashira reaction of 2-bromo-5-5-nitropyridine with terminal acetylenes. Desilylation, oxidative decarbonylation, and the retro-Favorskii reaction of the cross-coupling products of 2-bromo-5-nitropyridine with trimethylsilylacetylene, prop-2-ynyl alcohol, and 2-methylbut-3-yn-2-ol, respectively, gave 2-ethynyl-5-nitropyridine. The hydration of 2-ethynyl-5-nitropyridine and 5-nitro-2-(phenylethynyl)pyridine according to Kucherov afforded 2-acetyl-5-nitropyridine and 5-nitro-2-phenacylpyridine, respectively.

  DOI：

  10.1134/s1070428010120109

文献信息

• Nitropyridines 11. *Recyclization of quaternary nitropyridinium salts into substituted nitroanilines
  作者：A. K. Garkushenko、N. V. Poendaev、M. A. Vorontsova、G. P. Sagitullina

  DOI：10.1007/s10593-011-0783-3

  日期：2011.7

  Substituted nitroanilines have been obtained by the recyclization of nitropyridinium quaternary salts under the action of bases.

  取代的硝基苯胺是通过在碱的作用下硝基吡啶鎓季盐的再循环而获得的。
• Nitropyridines: X. Palladium-catalyzed cross-coupling of 2-bromo-5-nitropyridine with terminal acetylenes
  作者：G. P. Sagitullina、M. A. Vorontsova、A. K. Garkushenko、N. V. Poendaev、R. S. Sagitullin

  DOI：10.1134/s1070428010120109

  日期：2010.12

  Substituted 5-nitro-2-ethynylpyridines were synthesized by the Sonogashira reaction of 2-bromo-5-5-nitropyridine with terminal acetylenes. Desilylation, oxidative decarbonylation, and the retro-Favorskii reaction of the cross-coupling products of 2-bromo-5-nitropyridine with trimethylsilylacetylene, prop-2-ynyl alcohol, and 2-methylbut-3-yn-2-ol, respectively, gave 2-ethynyl-5-nitropyridine. The hydration of 2-ethynyl-5-nitropyridine and 5-nitro-2-(phenylethynyl)pyridine according to Kucherov afforded 2-acetyl-5-nitropyridine and 5-nitro-2-phenacylpyridine, respectively.
• A new synthetic route to benzophenone derivatives
  作者：Sraa Abu-Melha

  DOI：10.1515/hc-2017-0005

  日期：2017.8.28

  Abstract The rearrangement reaction of 1-alkyl-2-(benzoylmethyl)pyridinium iodides 3a–d, 6 in the presence of various nucleophiles leads to 2-alkylaminobenzophenone derivatives 4a–c. Best results were achieved with alkylammonium sulfites as recyclization reagents.

  摘要 1-烷基-2-(苯甲酰基甲基)吡啶碘化物3a-d, 6在各种亲核试剂存在下的重排反应生成2-烷基氨基二苯甲酮衍生物4a-c。用烷基亚硫酸铵作为再循环试剂获得了最好的结果。