2,5-dichloro-4-nitro-N-benzenesulphonylaniline → 2,5-Dichloro-4-nitroaniline

HRID 4231Notes

Reaction equation

HRID 4231 reaction equation
[Cl:1][C:2]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[C:15]([Cl:21])=[CH:14][C:3]=1[NH:4]S(C1C=CC=CC=1)(=O)=O>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[C:15]([Cl:21])=[CH:14][C:3]=1[NH2:4]

Participants

3

Reactant 1

HCID 201520012,5-dichloro-4-nitro-N-benzenesulphonylaniline

Product 1

HCID 231082,5-Dichloro-4-nitroaniline

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

0.44 mole (154 g) of 2,5-dichloro-4-nitro-N-benzenesulphonylaniline prepared in the previous stage is suspended in 600 ml of concentrated sulphuric acid. After 24 hours' stirring at ambient temperature the reaction mixture is poured onto 5 kg of ice. The expected product precipitates. After filtering, washing to neutrality and drying, it melts at 156° C.

Workup

  1. customThe expected product precipitates
  2. filtrationAfter filtering
  3. washwashing to neutrality
  4. customdrying

Sources & evidence

ORD record
ord-996cfb8dec7f4d15aaf706f5b8c366a3
Source dataset
uspto-grants-1988_02
Patent number
US04725283

Reaction notes

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