1-Bromomethyl-2,6-dichlorobenzene → 243118-22-1

HRID 414083Notes

Reaction equation

HRID 414083 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH2:4]Br.[N-:11]=[N+:12]=[N-:13].[Na+]>CS(C)=O.O>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH2:4][N:11]=[N+:12]=[N-:13]

Participants

5

Reactant 2

HCID 301591-Bromomethyl-2,6-dichlorobenzeneHCID 33557Sodium Azide

Product 1

HCID 21282666243118-22-1

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolvent2×HCID 962WaterSolvent

Procedure

24 g (0.1 mol) of 2,6-dichlorobenzyl bromide in 50 ml of dimethyl sulphoxide are added at room temperature to a suspension of 7.2 g (0.11 mol) of sodium azide in 50 ml of dimethyl sulphoxide and the whole is stirred for 2 hours at room temperature. The mixture is then diluted with 250 ml of water and extracted with cyclohexane and the organic phase is washed several times with water. After drying over sodium sulphate, the cyclohexane is distilled off in vacuo at 50°. 2,6-dichlorobenzyl azide is obtained in the form of a colourless liquid. It is used without further purifification.

Workup

  1. extractionextracted with cyclohexane
  2. washthe organic phase is washed several times with water
  3. dry with materialAfter drying over sodium sulphate
  4. distillationthe cyclohexane is distilled off in vacuo at 50°

Sources & evidence

ORD record
ord-c52efa4c35674b2fa34daadbdea1a028
Source dataset
uspto-grants-1988_12
Patent number
US04789680

Reaction notes

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