Reacción #64465

ord-5b582a3dfc904b129bd9856a7382c53f

Ecuación de reacción

CC(C)(C)NS(=O)(=O)c1ccccc1-c1ccc(CBr)cc1
[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl bromide
[Li+].[N-]=[N+]=[N-]
lithium azide
→
CC(C)(C)NS(=O)(=O)c1ccccc1-c1ccc(CN=[N+]=[N-])cc1
title compound
Rendimiento 74.0%
CC(C)(C)NS(=O)(=O)c1ccccc1-c1ccc(CN=[N+]=[N-])cc1
[2'-(N-t-Butylsulfamoyl)biphenyl-4-yl]methyl azide
Rendimiento 74.0%

Reactantes

CC(C)(C)NS(=O)(=O)c1ccccc1-c1ccc(CBr)cc1
[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl bromide
[Li+].[N-]=[N+]=[N-]
lithium azide

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe crude product was purified by flash chromatography on silica gel (elution with 10% EtOAc in hexane)

Procedimiento

Reaction of [2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl bromide (from Step D) with lithium azide was carried out according to the procedure of Example 9, Step A. The crude product was purified by flash chromatography on silica gel (elution with 10% EtOAc in hexane) to give a 74% yield of the title compound as a white solid; satisfactory purity (by TLC in 9:1 hexane-EtOAc) for use in the next step.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05411980uspto-grants-1995_05