Ammonia → 4-Methyl-3-sulfamoylbenzoic acid

HRID 1810155Notes

Reaction equation

HRID 1810155 reaction equation
[NH3:1].Cl[S:3]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[CH3:15])[C:9]([OH:11])=[O:10])(=[O:5])=[O:4]>CO>[CH3:15][C:14]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=1[S:3](=[O:5])(=[O:4])[NH2:1]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2418593-(Chlorosulfonyl)-4-methylbenzoic acid

Product 1

HCID 2395854-Methyl-3-sulfamoylbenzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ammonia in methanol (40 mL, 2 M) is added to the crude 3-chlorosulfonyl-4-methyl-benzoic acid and the solution stirred at room temperature for 16 hours. The volume is reduced by 50% by heating under reduced pressure, the solution is filtered to remove the precipitate and the precipitate washed with additional methanol. The sulphonamide precipitate is used directly in the next step.

Workup

  1. temperatureby heating under reduced pressure
  2. filtrationthe solution is filtered
  3. customto remove the precipitate
  4. washthe precipitate washed with additional methanol

Sources & evidence

ORD record
ord-236e335df01f4321addf85613fa5479c
Source dataset
uspto-grants-2013_01
Patent number
US08362063B2

Reaction notes

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