Hydrogen Bromide → 2-Bromo-4-fluoro-6-nitroaniline

HRID 2379117Notes

Reaction equation

HRID 2379117 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[BrH:12].BrBr>O>[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([NH2:6])=[C:7]([Br:12])[CH:8]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 677694-Fluoro-2-nitroaniline

Product 1

HCID 2920042-Bromo-4-fluoro-6-nitroaniline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
7 °C

Procedure

Mix 4-fluoro-2-nitroaniline (15.6g, 0.1mol) in water (400mL) and add 48% hydrobromic acid (1kg). Add bromine (16g, 0.1mol) with stirring and stir for 1 hour. Dilute to 2L and cool to 7° C. Filter, wash with water and dry to give 4-fluoro-2-bromo-6-nitroaniline.

Workup

  1. filtrationFilter
  2. washwash with water
  3. customdry

Sources & evidence

ORD record
ord-e2ccd44dd28f4feb9477d70141d2c68b
Source dataset
uspto-grants-1994_11
Patent number
US05360814

Reaction notes

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