Sodium Azide → 106308-56-9

HRID 414094Notes

Reaction equation

HRID 414094 reaction equation
[Cl:1][C:2]1[C:7]([CH2:8]Cl)=[C:6]([F:10])[CH:5]=[CH:4][CH:3]=1.[N-:11]=[N+:12]=[N-:13].[Na+]>CS(C)=O>[Cl:1][C:2]1[C:7]([CH2:8][N:11]=[N+:12]=[N-:13])=[C:6]([F:10])[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 1086751-Chloro-2-(chloromethyl)-3-fluorobenzene

Product 1

HCID 21282616106308-56-9

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

123 g of (0.687 mole) of 6-chloro-2-fluorobenzyl chloride are added dropwise at 20°-40° C. to a suspension of 47 g (0.722 mole) of sodium azide in 400 ml of dimethylsulfoxide. The mixture is stirred for 4 hours at room temperature, then diluted with ice-water and extracted with cyclohexane. The solvent is removed by distillation and the residue is distilled, affording 6-chloro-2-fluorobenzyl azide; bp15 =99°-100° C.

Workup

  1. extractionextracted with cyclohexane
  2. customThe solvent is removed by distillation
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-37747b567fbb415d875097d65acd434f
Source dataset
uspto-grants-1988_12
Patent number
US04789680

Reaction notes

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