N-(6'-chloropyridin-2'-yl)pyridinium aminide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(6'-chloropyridin-2'-yl)pyridinium aminide
• 英文别名: (6-Chloropyridin-2-yl)-pyridin-1-ium-1-ylazanide
• 化学式: C₁₀H₈ClN₃
• 分子量: 205.647
• InChiKey: SKZQQTVGOPHFNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(6'-chloropyridin-2'-yl)pyridinium aminide 在 N-溴代丁二酰亚胺(NBS) 作用下， 以64%的产率得到(pyridin-1-iumyl)[(3,5-dibromo-6-chloropyridin-2-yl)aminide]
  参考文献：
  名称：

  吡啶N-杂芳基胺：无溶剂机械化学条件下合成和反应性的简要研究

  摘要：

  描述了在 N-卤代琥珀酰亚胺存在下使用机械化学条件进行杂环芳族取​​代的第一个实例和杂芳族卤化的第一个实例。

  DOI：

  10.3998/ark.5550190.0012.312
• 作为产物：
  描述：

  2,6-二氯吡啶 、 1-氨基吡啶碘 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以65%的产率得到N-(6'-chloropyridin-2'-yl)pyridinium aminide
  参考文献：
  名称：

  New approaches to the synthesis of pyridinium N-heteroarylaminides

  摘要：

  Different substituted pyridinium N-heteroarylaminides have been prepared in one step from N-aminopyridinium iodide and the Corresponding heteroaryl halide by two alternative routes. The use of Pd catalysis allowed the easy preparation of products from the less reactive haloheterocycles. The use of water as a solvent in conjunction with microwave heating dramatically diminishes the reaction time without having an adverse effect on reaction yields. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.024

文献信息

• An easy preparation of pyridinium N-heteroarylaminides
  作者：M José Reyes、Carolina Burgos、M Luisa Izquierdo、Julio Alvarez-Builla

  DOI：10.1016/j.tet.2003.11.076

  日期：2004.1

  Differently substituted pyridinium N-heteroarylaminides have been prepared in one step with good yield from N-aminopyridinium iodide and the corresponding heteroaryl chloride. (C) 2003 Elsevier Ltd. All rights reserved.
• New approaches to the synthesis of pyridinium N-heteroarylaminides
  作者：Marta Córdoba、M. Luisa Izquierdo、Julio Alvarez-Builla

  DOI：10.1016/j.tet.2008.06.024

  日期：2008.8

  Different substituted pyridinium N-heteroarylaminides have been prepared in one step from N-aminopyridinium iodide and the Corresponding heteroaryl halide by two alternative routes. The use of Pd catalysis allowed the easy preparation of products from the less reactive haloheterocycles. The use of water as a solvent in conjunction with microwave heating dramatically diminishes the reaction time without having an adverse effect on reaction yields. (C) 2008 Elsevier Ltd. All rights reserved.
• Pyridinium N-heteroarylaminides: a brief study on the synthesis and reactivity under solvent-free mechanochem conditions
  作者：Carolina Burgos、Marta Cordoba、Valentina Abet、Maria Moron、Rafael R. Castillo、M. Luisa Izquierdo

  DOI：10.3998/ark.5550190.0012.312

  日期：——

  The first example of a heterocyclic aromatic substitution by an N-ylide and the first examples of heteroaromatic halogenations in the presence of N-halosuccinimides using mechanochemical conditions are described.

  描述了在 N-卤代琥珀酰亚胺存在下使用机械化学条件进行杂环芳族取​​代的第一个实例和杂芳族卤化的第一个实例。