Sulfuric Acid → Benzenesulfonic acid, 4-amino-2,5-dimethyl-

HRID 127336

Reaction equation

HRID 127336 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:3]=1[NH2:4].[S:10](=O)(=[O:13])([OH:12])[OH:11].[OH-].[K+]>>[CH3:9][C:6]1[CH:5]=[C:3]([NH2:4])[C:2]([CH3:1])=[CH:8][C:7]=1[S:10]([OH:13])(=[O:12])=[O:11]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 72592,5-DimethylanilineHCID 14797Potassium Hydroxide

Product 1

HCID 119744Benzenesulfonic acid, 4-amino-2,5-dimethyl-

Procedure

To 121 g of 2,5-dimethylaniline, 100 g of sulfuric acid (d=1.84) was gradually added dropwise and the mixture was heated at 220° to 230° C. on an oil bath for 5 hours. To the reaction mixture, 2 l of an 1 N aqueous potasium hydroxide solution was added and the mixture was stirred with heating. After filtering the mixture while hot, 1 kg of hydrochloric acid (d=1.18) was added to the filtrate. The crystals thus precipitated were collected by filtration and washed with 1 l of acetone.

Workup

  1. temperaturethe mixture was heated at 220° to 230° C. on an oil bath for 5 hours
  2. temperaturewith heating
  3. filtrationAfter filtering the mixture while hot, 1 kg of hydrochloric acid (d=1.18)
  4. additionwas added to the filtrate
  5. customThe crystals thus precipitated
  6. filtrationwere collected by filtration
  7. washwashed with 1 l of acetone

Sources & evidence

ORD record
ord-63f32bc9a82e4fc197a5944c297a7b59
Source dataset
uspto-grants-1981_03
Patent number
US04255509

Linked notes

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