Sodium Acetate → 2-Methyl-2,3-dihydro-1-benzofuran-7-sulfonamide

HRID 979735Notes

Reaction equation

HRID 979735 reaction equation
Br[C:2]1[CH:11]=[C:10]([S:12](=[O:15])(=[O:14])[NH2:13])[C:5]2[O:6][CH:7]([CH3:9])[CH2:8][C:4]=2[CH:3]=1.C([O-])(=O)C.[Na+]>[Pd].CO>[CH3:9][CH:7]1[O:6][C:5]2[C:10]([S:12](=[O:15])(=[O:14])[NH2:13])=[CH:11][CH:2]=[CH:3][C:4]=2[CH2:8]1

Participants

5

Reactant 2

HCID 517045Sodium AcetateHCID 202225585-Bromo-2-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide

Product 1

HCID 202225562-Methyl-2,3-dihydro-1-benzofuran-7-sulfonamideYield 79.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

72.5 g (0.25 mole) of 5-bromo-2,3-dihydro-2-methyl-7-sulfamoylbenzo[b]furan are hydrogenated in the presence of 22.4 g (0.25 mole) of sodium acetate and 7.5 g of 5% palladium on carbon catalyst in 750 ml of methanol. The catalyst is removed, the solvent evaporated, and the residue crystallised from a mixture of water/ethanol, affording 42.3 g (79% of theory) of 2,3-dihydro-2-methyl-7-sulfamoylbenzo[b]furan with a melting point of 174°-177° C.

Workup

  1. customThe catalyst is removed
  2. customthe solvent evaporated
  3. customthe residue crystallised from a mixture of water/ethanol

Sources & evidence

ORD record
ord-4699cda7af36402b85fcc904772761a7
Source dataset
uspto-grants-1987_01
Patent number
US04634465

Reaction notes

Loading…