Hydrochloric Acid → 4-Amino-2-fluorobenzenesulfonamide

HRID 1815111Notes

Reaction equation

HRID 1815111 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([NH:14]C(=O)C)[CH:7]=[CH:8][C:9]=1[S:10](=[O:13])(=[O:12])[NH2:11].Cl>O>[NH2:14][C:6]1[CH:7]=[CH:8][C:9]([S:10]([NH2:11])(=[O:12])=[O:13])=[C:4]([F:3])[CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 17812095N-(3-fluoro-4-sulfamoylphenyl)acetamide

Product 1

HCID 223168984-Amino-2-fluorobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of sodium hydroxide (120 g, 3 mol) in water (500 ml) was added N-(3-Fluoro-4-sulfamoyl-phenyl)-acetamide (69.7 g, 300 mmol). The reaction mixture was stirred at reflux temperature for 3 hours. The solution was then cooled to room temperature, and the pH was adjusted to 6 by addition of 5N HCl solution. Most of the solvent was removed in vacuo, and the product precipitated out. The product was collected by filtration and drying under vacuum at 60° C. (32 g, 56%).

Workup

  1. temperatureat reflux temperature for 3 hours
  2. customMost of the solvent was removed in vacuo
  3. customthe product precipitated out
  4. filtrationThe product was collected by filtration
  5. customdrying under vacuum at 60° C. (32 g, 56%)

Sources & evidence

ORD record
ord-6a392985f9bf4846a130464f0753e618
Source dataset
uspto-grants-2005_04
Patent number
US06878726B2

Reaction notes

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