Chlorosuccinimide → 3-(Methylsulfinyl)benzenesulfonamide

HRID 1276523Notes

Reaction equation

HRID 1276523 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.ClN1C(=[O:19])CCC1=O>CO>[CH3:1][S:2]([C:3]1[CH:4]=[C:5]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1)=[O:19]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 18461638HCID 18461638, compound

Product 1

HCID 184617473-(Methylsulfinyl)benzenesulfonamideYield 57%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-methylsulfanyl-benzenesulfonamide (406 mg, 2 mmol) and N-chlorosuccinimide (268 mg, 2 mmol) in methanol was stirred at room temperature for 8 hours. The methanol was evaporated and the residue was slurried with methylene chloride and filtered. The filtrate was evaporated to give 250 mg of the titled compound as a white solid.

Workup

  1. customThe methanol was evaporated
  2. filtrationfiltered
  3. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-6025fa92ef344e55959cfd361933e2d0
Source dataset
uspto-grants-2000_12
Patent number
US06166064

Reaction notes

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