Réaction #3843

Équation de réaction

Ethyl acetate

[2-(2-benzoyl-phenyldisulfanyl)-phenyl]phenyl-methanone

Hydroxylamine hydrochloride

HCl

→

title compound

Rendement 35.9%

{2-[2-(hydroxyimino-phenyl-methyl)-phenyldisulfanyl]phenyl}-phenyl-methanon

Rendement 35.9%

Solvants

ethanol

pyridine

Conditions de réaction

Traitement

1. 1
   Températurethe solution was refluxed for 90 minutes
2. 2
   TempératureThe solution was cooled
3. 3
   Autrethe layers were separated
4. 4
   Lavagethe organic portion was washed with brine
5. 5
   Séchagedried (MgSO4)
6. 6
   Filtrationfiltered
7. 7
   ConcentrationThe filtrate was concentrated to dryness
8. 8
   Autrethe residue was triturated with 75% hexane/25% ethyl acetate

Mode opératoire

The [2-(2-benzoyl-phenyldisulfanyl)-phenyl]phenyl-methanone (0.55 g, 1.2 mmol) was diluted with ethanol (5 mL) and anhydrous pyridine (5 mL). Hydroxylamine hydrochloride (1 g, 14 mmol) was added and the solution was refluxed for 90 minutes. The solution was cooled and poured into cold aqueous HCl (1N). Ethyl acetate was added, the layers were separated, and the organic portion was washed with brine, dried (MgSO4), and filtered. The filtrate was concentrated to dryness and the residue was triturated with 75% hexane/25% ethyl acetate to give the title compound (0.19 g, 32%) as a white solid, mp 191°-193° C.;

Source