Dimethylformamide → HCID 21484901, compound

Participants

Reaction Conditions

Reaction Steps

Seven grams of tetrahydro-1-methyl-2-(phenylmethyl)-1,2,4-triazine-3(2H)-thione was dissolved in 30 ml. of dimethyl formamide. Three grams of finely ground potassium carbonate (K2CO3) was added to the solution. Benzyl bromide (5.43 grams) was added in several additions at room temperature. The mixture was heated to 60°-65° C and held at that temperature for 2 hours. The mixture was chilled and diluted with additional K2CO3 (10 g.) and water (200 ml). The product was extracted with trichloromethane and washed with brine. The mixture was dried with magnesium sulfate. The mixture was diluted with ethyl ether and the insoluble particles filtered off. The filtrate was heated to 35° C to concentrate the solution. Upon chilling 2-benzyl-3-(benzylthio)-1,2,5,6-tetrahydro-1-methyl-1,2,4-triazine crystallized from the liquid reaction mass. This product was recrystallized from isopropanol-hexane. The product was found to have a melting point at 45° C. The structure was confirmed by IR, NMR and elemental analysis.

Provenance & Evidence