m-Chloroperbenzoic acid → HCID 10432205, compound

HRID 1607699Notes

Reaction equation

HRID 1607699 reaction equation
[F:1][C:2]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:15]=[C:14](C(=S)CC)[CH:13]=[CH:12][C:6]=1[NH:7][S:8]([CH3:11])(=[O:10])=[O:9].ClC1C=CC=[C:28]([C:32]([O:34]O)=O)C=1>ClCCl>[F:1][C:2]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:15]=[C:14]([C:32](=[O:34])[CH2:28][S:8]([CH3:11])(=[O:10])=[O:9])[CH:13]=[CH:12][C:6]=1[NH:7][S:8]([CH3:11])(=[O:9])=[O:10]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 19850889HCID 19850889, compound

Product 1

HCID 10432205HCID 10432205, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2'-(2,4-difluorophenoxy)-4'-(methylthioacetyl)methanesulfonanilide (1.4 g) and m-chloroperbenzoic acid (1.4 g) in dichloromethane (15 ml) was stirred for 1 hour at room temperature. The mixture was washed with an aqueous solution of sodium bicarbonate and water, dried, and concentrated. The residue was recrystallized from ethyl acetate to give colorless crystals of 2'-(2,4-difluorophenoxy)-4'-(methylsulfonylacetyl)methanesulfonanilide (0.66 g), mp 162° to 163° C.

Workup

  1. washThe mixture was washed with an aqueous solution of sodium bicarbonate and water
  2. customdried
  3. concentrationconcentrated
  4. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-ffff1ad7f36d4e37923690d7e2f886fc
Source dataset
uspto-grants-1989_09
Patent number
US04866091

Reaction notes

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