Reaction #2568

Reaction equation

water

N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-formyl-N-(2-methoxyphenyl)benzenesulfonamide

hydroxyamine hydrochloride

sodium carbonate

→

title compound

Yield 102.7%

N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-(N-hydroxyimino)-N-(2-methoxyphenyl)benzenesulfonamide

Yield 102.7%

Solvents

ethanol

Conditions

Workup

1. 1
   Otherethanol was removed by evaporation
2. 2
   workup.ADDITIONthe resulting residue was mixed with water (10 ml)
3. 3
   Otherto collect crystals
4. 4
   Filtrationby filtration
5. 5
   WashThe thus collected crystals were washed with water and hexane
6. 6
   workup.DISSOLUTIONdissolved in methylene chloride (50 ml)
7. 7
   Dryingdried on anhydrous sodium carbonate
8. 8
   OtherThereafter, the solvent was removed by evaporation

Procedure

N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-formyl-N-(2-methoxyphenyl)benzenesulfonamide (63 mg, 0.12 mmol) and hydroxyamine hydrochloride (9.5 mg, 0.132 mmol) were dissolved in ethanol (2 ml) to which were subsequently added anhydrous sodium carbonate (14 mg, 0.132 mmol) and water (1 ml). After 1.5 hours of stirring at room temperature, ethanol was removed by evaporation, and the resulting residue was mixed with water (10 ml) to collect crystals by filtration. The thus collected crystals were washed with water and hexane, dissolved in methylene chloride (50 ml) and then dried on anhydrous sodium carbonate. Thereafter, the solvent was removed by evaporation to obtain 65 mg (100%) of the title compound in the form of colorless powder.

Source