Réaction #3344

Équation de réaction

8-bromomethylquinoline

5,5-dimethyl-2,4-dithiohydantoin

→

desired compound

2,4-bis-(8-quinolinylmethylthio)-5,5-dimethyl-5H-imidazole

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Concentrationconcentrated in vacuo
2. 2
   workup.ADDITIONTo the residue, 100 mL of CHCl3 was added
3. 3
   LavageThe mixture was washed with an aqueous solution of K2CO3
4. 4
   Séchagedried over MgSO4
5. 5
   Concentrationconcentrated in vacuo
6. 6
   AutreThe residue was purified by column chromatograph (CHCl3)
7. 7
   AutreRecrystallization from diethyl ether

Mode opératoire

Initially, 3 g of 8-bromomethylquinoline was added to a solution of 1 g of 5,5-dimethyl-2,4-dithiohydantoin in 50 mL of ethanol (EtOH). The reaction mixture was stirred at the room temperature for 1.5 hour, and concentrated in vacuo. To the residue, 100 mL of CHCl3 was added. The mixture was washed with an aqueous solution of K2CO3, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatograph (CHCl3). Recrystallization from diethyl ether gave the desired compound in the form of a needle-like crystal. The yield of this compound was 2.3 g with a yield ratio of 83.3%, and the melting point was 101°-104° C.

Source