Benzenesulfonamide, 4-(hydroxymethyl)-N-methyl- → 4-Formyl-N-methylbenzenesulfonamide

HRID 2252053Notes

Reaction equation

HRID 2252053 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][CH3:13])(=[O:11])=[O:10])=[CH:5][CH:4]=1>ClCCl.[O-2].[O-2].[Mn+4]>[CH:2]([C:3]1[CH:4]=[CH:5][C:6]([S:9]([NH:12][CH3:13])(=[O:11])=[O:10])=[CH:7][CH:8]=1)=[O:1]

Participants

4

Reactant 1

HCID 17981768Benzenesulfonamide, 4-(hydroxymethyl)-N-methyl-

Product 1

HCID 143271774-Formyl-N-methylbenzenesulfonamideYield 40%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Add 4-hydroxymethyl-N-methyl-benzenesulfonamide (0.28 g) to a mixture of manganese dioxide (2.8 g) in 20 mL of dichloromethane. Stir at room temperature overnight and filter over Celite®. Concentrate under reduced pressure to provide (0.11 g, 40%) of the title compound as oil.

Workup

  1. filtrationfilter over Celite®
  2. concentrationConcentrate under reduced pressure

Sources & evidence

ORD record
ord-5cf1aa6e9efb48628714e27476dcb4b5
Source dataset
uspto-grants-2008_01
Patent number
US07320995B2

Reaction notes

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