反応 #351236

ord-c0377c9ee2cc4fde8bff1170f9dcbbcf

反応方程式

N#CCc1ccccn1
2-Pyridylacetonitrile
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[N]=[N+]=[N-]
tributyltin azide
c1ccc(Cc2nnn[nH]2)nc1
5-(2-Pyridylmethyl)-1H-tetrazole

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The solution was refluxed for 20 hours
  2. 2
    濃縮concentrated in vacuo
  3. 3
    workup.ADDITIONtreated with gaseous HCl for over 15 minutes
  4. 4
    その他affording a maroon-colored precipitate that
  5. 5
    その他was recrystallized from ethanol

実験手順

2-Pyridylacetonitrile (10.0 g; 0.084 moles) was dissolved in p-dioxane (200 mL) and then treated with tributyltin azide (30.9 g; 0.093 moles) in one portion. The solution was refluxed for 20 hours, cooled to room temperature, and then concentrated in vacuo. The viscous syrup was taken up in ethyl ether and treated with gaseous HCl for over 15 minutes, affording a maroon-colored precipitate that was recrystallized from ethanol. Yield: 9.1 g (55%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05646170uspto-grants-1997_07