Hydrochloric Acid → 4-Amino-2-chlorobenzenesulfonic acid

HRID 1580689Notes

Reaction equation

HRID 1580689 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N+:8]([O-])=O)[CH:5]=[CH:6][CH:7]=1.[S:11]([O-:14])([O-:13])=[O:12].[Na+].[Na+].[OH-].[Na+].Cl>O>[Cl:1][C:2]1[CH:3]=[C:4]([NH2:8])[CH:5]=[CH:6][C:7]=1[S:11]([OH:14])(=[O:13])=[O:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 84891-Chloro-3-nitrobenzeneHCID 14798Sodium HydroxideHCID 24437Sodium Sulfite

Product 1

HCID 158503594-Amino-2-chlorobenzenesulfonic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 31.5 grams of 3-chloronitrobenzene, 450 milliliters of 5N-sodium sulphite solution and 500 milliliters of 2N sodium hydroxide solution was refluxed with stirring for 90 minutes, acidified with concentrated hydrochloric acid, and refluxed for 1 hour. On cooling and diluting with water a solid crystallised out which was filtered and washed with water to give 9.9 grams of 2-chlorosulphanilic acid.

Workup

  1. temperaturewas refluxed
  2. temperaturerefluxed for 1 hour
  3. temperatureOn cooling
  4. customcrystallised out which
  5. filtrationwas filtered
  6. washwashed with water

Sources & evidence

ORD record
ord-3ea4c2676db44e6caef9821dde52820b
Source dataset
uspto-grants-1976_01
Patent number
US03933829

Reaction notes

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