Sulfuric Acid → 2-Amino-5-bromobenzenesulphonic acid

HRID 727434Notes

Reaction equation

HRID 727434 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[S:9](=O)(=[O:12])([OH:11])[OH:10]>ClC1C=CC=CC=1Cl>[NH2:6][C:5]1[CH:7]=[CH:8][C:2]([Br:1])=[CH:3][C:4]=1[S:9]([OH:12])(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 78074-Bromoaniline

Product 1

HCID 150236152-Amino-5-bromobenzenesulphonic acid

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
180 °C

Procedure

A mixture containing 31 g (180 mmol) of 4-bromoaniline and 9.7 ml (220 mmol) of sulphuric acid in 200 ml of 1,2-dichlorobenzene is heated at 180° C. for 6 hours. The reaction medium is allowed to cool to room temperature and is then filtered. The residue is washed with dichloromethane.

Workup

  1. temperatureto cool to room temperature
  2. filtrationis then filtered
  3. washThe residue is washed with dichloromethane

Sources & evidence

ORD record
ord-e1becb638abc4b589958c0e4bd201073
Source dataset
uspto-grants-1998_01
Patent number
US05712393

Reaction notes

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