Réaction #985244

ord-943b16cb7d5b46f6a0f07b568d191b7f

Équation de réaction

[N-]=[N+]=[N-].[Na+]
sodium azide
Cc1ccc(S(=O)(=O)Cl)cc1
p-toluenesulfonyl chloride
Cc1ccc(S(=O)(=O)N=[N+]=[N-])cc1
title compound
Rendement 80.3%
Cc1ccc(S(=O)(=O)N=[N+]=[N-])cc1
p-toluenesulfonylazide
Rendement 80.3%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONwas added dropwise at 10-25° C.
  2. 2
    Autrefollowed by reaction at room temperature for 2.5 hours
  3. 3
    ConcentrationThe reaction solution was concentrated at room temperature under reduced pressure
  4. 4
    LavageThe resulting oily residue was washed with H2O several times
  5. 5
    Séchagedried over anhydrous MgSO4
  6. 6
    AutreAfter removing the drying agent
  7. 7
    Filtrationby filtration

Mode opératoire

After dissolving sodium azide (22.5 g, 0.35 mole) in a small amount of H2O, the resulting solution was diluted with a 90% ethanol aqueous solution (130 ml). To this, an ethanol solution dissolving p-toluenesulfonyl chloride (60 g, 0.32 mole) was added dropwise at 10-25° C., followed by reaction at room temperature for 2.5 hours. The reaction solution was concentrated at room temperature under reduced pressure. The resulting oily residue was washed with H2O several times and dried over anhydrous MgSO4. After removing the drying agent by filtration, there was obtained 50.7 g of the title compound as a colorless oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE040211E1uspto-grants-2008_04