Bromine → HCID 19857641, compound

HRID 2073663Notes

Reaction equation

HRID 2073663 reaction equation
[Br:1]Br.Cl.[CH:4]([C:7]1[CH:13]=[CH:12][CH:11]=[C:10]([CH:14]([CH3:16])[CH3:15])[C:8]=1[NH2:9])([CH3:6])[CH3:5]>ClCCCl>[BrH:1].[Br:1][C:12]1[CH:13]=[C:7]([CH:4]([CH3:6])[CH3:5])[C:8]([NH2:9])=[C:10]([CH:14]([CH3:16])[CH3:15])[CH:11]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 111834762,6-Di(propan-2-yl)aniline--hydrogen chloride (1/1)

Product 1

HCID 19857641HCID 19857641, compoundYield 182.7%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
0 °C

Procedure

19.1 g of bromine are added dropwise at 0° C. over 1 hour to a suspension of 24.1 g of 2,6-diisopropylaniline hydrochloride in 250 ml of 1,2-dichloroethane. The reaction mixture is stirred for 1 hour at 0° C. and then filtered. The filter residue is washed with 1,2-dichloroethane and then dried at 40° C. under vacuum, affording 36.8 g (97% of theory) of 4-bromo-2,6-diisopropylaniline hydrobromide in the form of yellow crystals which melt at 235°-237° C. after recrystallisation from ethyl acetate.

Workup

  1. filtrationfiltered
  2. washThe filter residue is washed with 1,2-dichloroethane
  3. customdried at 40° C. under vacuum

Sources & evidence

ORD record
ord-6b020719a53f41429aafdc9642d38bd2
Source dataset
uspto-grants-1990_04
Patent number
US04918230

Reaction notes

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