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

HRID 129848
Notes
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Reaction equation

HRID 129848 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
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

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 (15.6 g, 0.1 mol) in water (400 mL) and add 48% hydrobromic acid (1kg). Add bromine (16 g, 0.1 mol) 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-aa8ecdb05e154ce489facf8685c73331
Source dataset
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05470870

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes