Methanesulfonic Acid → HCID 66916062, compound

HRID 2061433Notes

Reaction equation

HRID 2061433 reaction equation
[CH3:1][C:2]([CH3:24])([CH3:23])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12]C2CCCCO2)[C:7]=1[S:19](=[O:22])(=[O:21])[NH2:20])=[O:4].CS(O)(=O)=O>CO>[OH:12][C:8]1[C:7]([S:19](=[O:22])(=[O:21])[NH2:20])=[C:6]([NH:5][C:3](=[O:4])[C:2]([CH3:24])([CH3:23])[CH3:1])[CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 66916096HCID 66916096, compound

Product 1

HCID 66916062HCID 66916062, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 2,2-dimethyl-N-[2-sulfamoyl-3-(tetrahydro-pyran-2-yloxy)-phenyl]-propionamide (21.9 g, 61.5 mmol) in methanol (220 ml) a solution of methanesulfonic acid (11 ml) in methanol (10 ml) is added within 4 min at 25° C. After stirring for 1 h, the solvent is removed. The residue is partitioned between water and EtOAc. After washings with water, 10% NaHCO3, and brine, evaporation of the dried (Na2SO4) organic phase gave N-(3-hydroxy-2-sulfamoyl-phenyl)-2,2-dimethyl-propionamide.

Workup

  1. customthe solvent is removed
  2. customThe residue is partitioned between water and EtOAc
  3. washAfter washings
  4. customwith water, 10% NaHCO3, and brine, evaporation of the
  5. dry with materialdried (Na2SO4) organic phase

Sources & evidence

ORD record
ord-3e22b03cbcd54f4f8e02d1f750956b9d
Source dataset
uspto-grants-2012_10
Patent number
US08283356B2

Reaction notes

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