Lithium azide → [2'-(N-t-Butylsulfamoyl)biphenyl-4-yl]methyl azide

HRID 36187

Reaction equation

HRID 36187 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([CH2:21]Br)=[CH:17][CH:16]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[N-:23]=[N+:24]=[N-:25].[Li+]>>[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([CH2:21][N:23]=[N+:24]=[N-:25])=[CH:17][CH:16]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 88163Lithium azideHCID 15282100[2'-(N-t-Butylsulfamoyl)biphenyl-4-yl]methyl bromide

Product 1

HCID 10427616[2'-(N-t-Butylsulfamoyl)biphenyl-4-yl]methyl azideYield 74%

Procedure

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.

Workup

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

Sources & evidence

ORD record
ord-5b582a3dfc904b129bd9856a7382c53f
Source dataset
uspto-grants-1995_05
Patent number
US05411980

Linked notes

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