Reaktion #985244

ord-943b16cb7d5b46f6a0f07b568d191b7f

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE040211E1uspto-grants-2008_04