Sulfamic Acid → 2-Methoxy-5-methylsulfanilic acid

HRID 4252

Reaction equation

HRID 4252 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:7]([CH3:10])=[CH:8][CH:9]=1)[NH2:6].[S:11](=[O:15])(=[O:14])([OH:13])N>C(#N)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:6])[C:7]([CH3:10])=[CH:8][C:9]=1[S:11]([OH:15])(=[O:14])=[O:13]

Participants

4

Reactant 2

HCID 5987Sulfamic AcidHCID 995005-Methoxy-o-toluidine

Product 1

HCID 201521062-Methoxy-5-methylsulfanilic acid

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

23.1 g of 3-methoxy-6-methylaniline and 16.4 g of sulfamic acid were put into a 100 ml egg-plant type flask and the mixture was heated to temperature of from 150° to 160° C. and maintained thereat for 2 hours. Acetonitrile was added to the reaction mixture and the crystals thus deposited were collected. The crystals were dissolved in an aqueous solution of sodium hydroxide, the solution was filtered and acidified with hydrochloric acid, and the crystals thus deposited were collected by filtration.

Workup

  1. temperaturethe mixture was heated to temperature of from 150° to 160° C.
  2. temperaturemaintained
  3. customthe crystals thus deposited were collected
  4. dissolutionThe crystals were dissolved in an aqueous solution of sodium hydroxide
  5. filtrationthe solution was filtered
  6. filtrationthe crystals thus deposited were collected by filtration

Sources & evidence

ORD record
ord-10a5e567c3634c778989865c564fb6c3
Source dataset
uspto-grants-1988_02
Patent number
US04725531

Linked notes

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