Reacción #3843

Ecuación de reacción

Ethyl acetate

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

Hydroxylamine hydrochloride

HCl

→

title compound

Rendimiento 35.9%

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

Rendimiento 35.9%

Disolventes

ethanol

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe solution was refluxed for 90 minutes
2. 2
   TemperaturaThe solution was cooled
3. 3
   Otrothe layers were separated
4. 4
   Lavadothe organic portion was washed with brine
5. 5
   Secadodried (MgSO4)
6. 6
   Filtraciónfiltered
7. 7
   ConcentraciónThe filtrate was concentrated to dryness
8. 8
   Otrothe residue was triturated with 75% hexane/25% ethyl acetate

Procedimiento

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.;

Fuente