Réaction #1726699

Équation de réaction

5-amino-2-(methylsulfanyl)-4-phenylthiazole

hydrogen peroxide

→

5-amino-2-(methylsulfinyl)-4-phenylthiazole

Rendement 87.0%

Solvants

acetic acid

Conditions de réaction

Traitement

1. 1
   Autredropwise at ambient temperature
2. 2
   AutreAfter 4 hr the mixture was partitioned between dichloromethane (60 ml) and water (60 ml)
3. 3
   AutreThe organic phase was separated
4. 4
   Lavagewashed with brine
5. 5
   Séchagedried over sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Concentrationconcentrated in vacuo

Mode opératoire

To 5-amino-2-(methylsulfanyl)-4-phenylthiazole (305 mg, 1.37 mmol) in acetic acid (3.0 ml) was added aqueous hydrogen peroxide (660 μl, 30% wt, 6.9 mmol) dropwise at ambient temperature. After 4 hr the mixture was partitioned between dichloromethane (60 ml) and water (60 ml). The organic phase was separated, washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded pure 5-amino-2-(methylsulfinyl)-4-phenylthiazole (285 mg, 87%).

Source