Water → HCID 18630359, compound

HRID 368682Notes

Reaction equation

HRID 368682 reaction equation
[CH2:1]([NH:3][C:4](=[O:17])[C:5]1[C:10]([S:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:9][CH:8]=[CH:7][C:6]=1[F:16])[CH3:2].[OH:18]OS([O-])=O.[K+].S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+].[OH2:33]>CO>[CH3:14][C:12]([S:11]([C:10]1[CH:9]=[CH:8][CH:7]=[C:6]([F:16])[C:5]=1[C:4]([NH:3][CH2:1][CH3:2])=[O:17])(=[O:18])=[O:33])([CH3:13])[CH3:15]

Participants

6

Reactant 4

HCID 962WaterHCID 656671Sodium PyrosulfiteHCID 18630040HCID 18630040, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 18630359HCID 18630359, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 0° C. solution of N-ethyl 2-fluoro-6-(1,1-dimethylethylthio)benzamide, described in Example 194, (0.15 g, 0.59 mmol) in methanol (5 mL) was combined with a 0° C. solution of OXONE® (1.08 g, 1.76 mmol) in water (5 mL). This mixture was stirred overnight, then was poured into 25% aq sodium metabisulfite (100 mL) and extracted with ether (3×100 mL). The combined organics were washed with brine followed with water, then was dried (MgSO4) and concentrated to give the title compound as a clear oil.

Workup

  1. customwas combined with a 0° C.
  2. extractionextracted with ether (3×100 mL)
  3. washThe combined organics were washed with brine
  4. dry with materialwas dried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ff71d55c9ad045c5b79f21be2b051f65
Source dataset
uspto-grants-2000_10
Patent number
US06133252

Reaction notes

Loading…