Potassium Permanganate → 3-Methoxy-4-sulfamoylbenzoic acid

HRID 527885Notes

Reaction equation

HRID 527885 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7](C)[CH:6]=[CH:5][C:4]=1[S:10]([NH2:13])(=[O:12])=[O:11].[C:14]([O-:17])(O)=[O:15].[Na+].[O-][Mn](=O)(=O)=O.[K+]>O>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:6]=[CH:5][C:4]=1[S:10](=[O:12])(=[O:11])[NH2:13])[C:14]([OH:17])=[O:15]

Participants

5

Reactant 3

HCID 516875Potassium PermanganateHCID 516892Sodium BicarbonateHCID 50933692-Methoxy-4-methylbenzenesulfonamide

Product 1

HCID 668879053-Methoxy-4-sulfamoylbenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Methoxy-4-methyl-benzenesulfonamide (201 mg, 1 mmol) was dissolved in H2O (10 mL). NaHCO3 (67 mg, 0.8 mmol) and KMnO4 (653 mg, 4.13 mmol) was added. The reaction mixture was stirred at reflux for 4 h. The reaction mixture was cooled to rt and filtered. the filtrate was acidified to pH=2 using conc. HCl. The precipitate was collected by filtration, washed with H2O affording the title compound as a white powder (117 mg).

Workup

  1. temperatureat reflux for 4 h
  2. filtrationfiltered
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with H2O affording the title compound as a white powder (117 mg)

Sources & evidence

ORD record
ord-bfae5c8a5f9843a58973311598f844dc
Source dataset
uspto-grants-2016_05
Patent number
US09346809B2

Reaction notes

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