Hydrogen Bromide → 2-Bromo-5-(trifluoromethyl)benzenamine

HRID 461319

Reaction equation

HRID 461319 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:6][CH:7]=1.[Br:12]Br.Br>[Fe]>[Br:12][C:7]1[CH:6]=[CH:5][C:4]([C:8]([F:9])([F:10])[F:11])=[CH:3][C:2]=1[NH2:1]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 73753-(Trifluoromethyl)anilineHCID 24408Bromine

Product 1

HCID 679892-Bromo-5-(trifluoromethyl)benzenamine

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

To 161.0 g of m-aminobenzotrifluoride and 10.0 g of iron filings is added, dropwise, with agitation at 35°-40°, 160.0 g of bromine, using a slow stream of nitrogen to sweep out the evolved hydrogen bromide. Subsequently, the mixture is agitated for an additional 2 hours and then distilled in vacuo to give 4-bromo-3-aminobenzotrifluoride.

Workup

  1. customat 35°-40°
  2. distillationdistilled in vacuo

Sources & evidence

ORD record
ord-07101a937af44b0ca9bf8d6e74b4b500
Source dataset
uspto-grants-1977_12
Patent number
US04062846

Linked notes

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