Reacción #985244

ord-943b16cb7d5b46f6a0f07b568d191b7f

Ecuación de reacción

[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
Rendimiento 80.3%
Cc1ccc(S(=O)(=O)N=[N+]=[N-])cc1
p-toluenesulfonylazide
Rendimiento 80.3%

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas added dropwise at 10-25° C.
  2. 2
    Otrofollowed by reaction at room temperature for 2.5 hours
  3. 3
    ConcentraciónThe reaction solution was concentrated at room temperature under reduced pressure
  4. 4
    LavadoThe resulting oily residue was washed with H2O several times
  5. 5
    Secadodried over anhydrous MgSO4
  6. 6
    OtroAfter removing the drying agent
  7. 7
    Filtraciónby filtration

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE040211E1uspto-grants-2008_04