2-azido-6-fluoropyridine | 118078-62-9

• 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: 2-azido-6-fluoropyridine
• CAS: 118078-62-9
• 化学式: C₅H₃FN₄
• 分子量: 138.104
• InChiKey: MXMYPMCRKFYBBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  27.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-丙炔-三-正-丁基锡 、 2-azido-6-fluoropyridine 以 甲苯 为溶剂， 反应 4.0h， 生成 1-(2-fluoropyridine-6-yl)-5-methyl-4-tributylstanyl-1H-[1,2,3]triazole
  参考文献：
  名称：

  EP1726585

  摘要：

  公开号：
• 作为产物：
  描述：

  6-氟肼酮(9ci)-2(1h)-吡啶酮 在 氢气 、 sodium nitrite 作用下， 生成 2-azido-6-fluoropyridine
  参考文献：
  名称：

  1H,13C and15N NMR and IR studies of halogen-substituted tetrazolo[1,5-a]pyridines

  摘要：

  The tetrazole-azide tautomerization of some halogen-substituted tetrazolo[1,5-a]pyridines was examined by IR spectroscopy at ambient temperature and by H-1,C-13 and N-15 NMR spectroscopy at various temperatures. The tetrazolopyridines can exhibit equilibrium between the azide and the tetrazole forms. For some of them slow exchange occurs on the NMR time-scale, such that it is possible to estimate equilibrium constants. The position and nature of the substituent in the pyridine ring result in stabilization or destabilization of the tetrazole form and exert a strong influence on the values found for the equilibrium constants. A saturation transfer experiment was carried out for 5-bromotetrazolo[1,5-a]pyridine and the rate constants were estimated. Moreover, based on the van't Hoff equation, the enthalpy Delta H degrees and entropy Delta S degrees for the tautomerization were calculated. Ab initio calculated energies and charge distribution are in good agreement with differences observed in the tetrazole-azide equilibrium constants. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199906)12:6<470::aid-poc151>3.0.co;2-u

文献信息

• Novel (1H-1,2,3-triazol-1-yl)pyridines
  申请人：The Dow Chemical Company

  公开号：US04775762A1

  公开（公告）日：1988-10-04

  Pyridine ring substituted (1H-1,2,3-triazol-1-yl)pyridines were prepared and found to have insecticidal utility. 2-Chloro-6-(1H-1,2,3-triazol-1-yl)pyridine, for example, was prepared from 2-azio-6-chloropyridine and methyl propiolate by sequential condensation, hydrolysis, and decarboxylation and found to control aster leafhoppers.

  取代了吡啶环的(1H-1,2,3-三唑-1-基)吡啶被制备出来，并发现具有杀虫效用。例如，2-氯-6-(1H-1,2,3-三唑-1-基)吡啶是通过顺序缩合、水解和脱羧反应从2-氮杂-6-氯吡啶和丙烯酸甲酯制备而成，发现可以控制紫菜叶蝉。
• EP1726585
  申请人：——

  公开号：——

  公开（公告）日：——
• 1H,13C and15N NMR and IR studies of halogen-substituted tetrazolo[1,5-a]pyridines
  作者：P. Cmoch、H. Korczak、L. Stefaniak、G. A. Webb

  DOI：10.1002/(sici)1099-1395(199906)12:6<470::aid-poc151>3.0.co;2-u

  日期：1999.6

  The tetrazole-azide tautomerization of some halogen-substituted tetrazolo[1,5-a]pyridines was examined by IR spectroscopy at ambient temperature and by H-1,C-13 and N-15 NMR spectroscopy at various temperatures. The tetrazolopyridines can exhibit equilibrium between the azide and the tetrazole forms. For some of them slow exchange occurs on the NMR time-scale, such that it is possible to estimate equilibrium constants. The position and nature of the substituent in the pyridine ring result in stabilization or destabilization of the tetrazole form and exert a strong influence on the values found for the equilibrium constants. A saturation transfer experiment was carried out for 5-bromotetrazolo[1,5-a]pyridine and the rate constants were estimated. Moreover, based on the van't Hoff equation, the enthalpy Delta H degrees and entropy Delta S degrees for the tautomerization were calculated. Ab initio calculated energies and charge distribution are in good agreement with differences observed in the tetrazole-azide equilibrium constants. Copyright (C) 1999 John Wiley & Sons, Ltd.