m-Chloroperbenzoic acid → 5'-fluoro-N-methyl-2'-methylsulphonylacetylformanilide

HRID 1089786

Reaction equation

HRID 1089786 reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[F:12][C:13]1[CH:14]=[CH:15][C:16]([C:23](=[O:28])[CH2:24][S:25]([CH3:27])=[O:26])=[C:17]([CH:22]=1)[N:18]([CH3:21])[CH:19]=[O:20]>ClCCl>[F:12][C:13]1[CH:14]=[CH:15][C:16]([C:23](=[O:28])[CH2:24][S:25]([CH3:27])(=[O:6])=[O:26])=[C:17]([CH:22]=1)[N:18]([CH3:21])[CH:19]=[O:20]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 867447415'-fluoro-N-methyl-2'-methylsulphinylacetylformanilide

Product 1

HCID 867447425'-fluoro-N-methyl-2'-methylsulphonylacetylformanilide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Chloroperoxybenzoic acid (0.63 g) was added to a solution of 5'-fluoro-N-methyl-2'-methylsulphinylacetylformanilide (0.78 g), prepared in a similar manner to that described in Example 8, in dichloromethane (25 ml). The mixture was stirred at ambient temperature for 2 hours and then washed with saturated aqueous sodium hydrogen carbonate solution (2×20 ml) and water (2×20 ml). Evaporation in vacuo gave an oil which was crystallised from toluene gave to give 5'-fluoro-N-methyl-2'-methylsulphonylacetylformanilide, m.p. 95°-97° C.

Workup

  1. customprepared in a similar manner to that
  2. washwashed with saturated aqueous sodium hydrogen carbonate solution (2×20 ml) and water (2×20 ml)
  3. customEvaporation in vacuo
  4. customgave an oil which
  5. customwas crystallised from toluene
  6. customgave

Sources & evidence

ORD record
ord-4aff1a3448f04c54b15e31b36134e675
Source dataset
uspto-grants-1992_01
Patent number
US05079264

Linked notes

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