N-[5-(4-methylthiophenyl)pyridin-2-yl]pyridin-1-ium-1-aminide | 1443542-59-3

• 英文名称: N-[5-(4-methylthiophenyl)pyridin-2-yl]pyridin-1-ium-1-aminide
• CAS: 1443542-59-3
• 化学式: C₁₇H₁₅N₃S
• 分子量: 293.392
• InChiKey: UWOVFYGWYGICPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  N-[5-(4-methylthiophenyl)pyridin-2-yl]pyridin-1-ium-1-aminide 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 甲酸 、 硫酸 、 platinum on carbon 、 三乙胺 、 sodium nitrite 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 5.0h， 生成 3-bromo-5-(4-methylthiophenyl)-2(1H)-pyridinone
  参考文献：
  名称：

  A facile synthesis of 3,5-halo and aryl 1H-pyridin-2-ones from pyridinium N-(pyridin-2-yl)aminide

  摘要：

  The synthesis of halogenated and arylated 1H-pyridin-2-ones starting from pyridinium N-(pyridin-2-yl)aminides is described. The synthetic pathway involves the reaction of pyridinium N-(5-bromopyridin-2-yl)aminide, N-(3-bromo-5-chloropyridin-2-yl)aminide or N-(3,5-dibromopyridin-2-yl)aminide with different boronic acids to afford monosubstituted and disubstituted aminides in good yields. An additional bromination in the 3-position of N-(5-arylpyridin-2-yl)aminides was performed. Finally, reduction of the N-N bond followed by the reaction of the corresponding 2-aminopyridines with sodium nitrite/sulfuric acid in water yields 3,5-disubstituted 1H-pyridin-2-ones in good yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.065
• 作为产物：
  描述：

  4-甲硫基苯硼酸 、 pyridinium N-(5'-bromopyridin-2'-yl)aminide 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 12.0h， 以87%的产率得到N-[5-(4-methylthiophenyl)pyridin-2-yl]pyridin-1-ium-1-aminide
  参考文献：
  名称：

  A facile synthesis of 3,5-halo and aryl 1H-pyridin-2-ones from pyridinium N-(pyridin-2-yl)aminide

  摘要：

  The synthesis of halogenated and arylated 1H-pyridin-2-ones starting from pyridinium N-(pyridin-2-yl)aminides is described. The synthetic pathway involves the reaction of pyridinium N-(5-bromopyridin-2-yl)aminide, N-(3-bromo-5-chloropyridin-2-yl)aminide or N-(3,5-dibromopyridin-2-yl)aminide with different boronic acids to afford monosubstituted and disubstituted aminides in good yields. An additional bromination in the 3-position of N-(5-arylpyridin-2-yl)aminides was performed. Finally, reduction of the N-N bond followed by the reaction of the corresponding 2-aminopyridines with sodium nitrite/sulfuric acid in water yields 3,5-disubstituted 1H-pyridin-2-ones in good yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.065