Réaction #80595

Équation de réaction

4-chloro-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide

sodium bicarbonate

1-bromo-3-phenylthio-2-propanone

→

2-(4-chlorophenyl)-4-hydroxy-1-[4-(methylsulfonyl) phenyl]-4-[(phenylthio)methyl]-4,5-dihydro-1H-imidazole

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONis added
2. 2
   TempératureAfter heating
3. 3
   Températureto reflux for 24 hours
4. 4
   Filtrationthe reaction mixture is filtered
5. 5
   Lavagewashed with acetone
6. 6
   Concentrationconcentrated in vacuo
7. 7
   AutreThe crude product is chromatographed (silica gel, toluene/ethyl acetate)

Mode opératoire

To a mixture of 4-chloro-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide (Example 1, Step 1) (1 mmol) and sodium bicarbonate (2 mmol) in acetone (20 mL), 1-bromo-3-phenylthio-2-propanone (1.5 mmol) is added. After heating to reflux for 24 hours, the reaction mixture is filtered, washed with acetone and concentrated in vacuo. The crude product is chromatographed (silica gel, toluene/ethyl acetate) to give 2-(4-chlorophenyl)-4-hydroxy-1-[4-(methylsulfonyl) phenyl]-4-[(phenylthio)methyl]-4,5-dihydro-1H-imidazole.

Source