Formaldehyde → HCID 13469410, compound

Participants

Reaction Steps

Sodium cyanoborohydride (0.62 g) was added portionwise to a solution of 6-(4-aminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (1 g) and 36% aqueous formaldehyde (0.92 ml) in a mixture of acetic acid (20 ml) and methanol (30 ml) at room temperature. After stirring for 0.5 hours at the same temperature, the reaction mixture was evaporated in vacuo. To the oily residue was added an aqueous solution of sodium bicarbonate, and the resultant solid was collected by filtration and recrystallized from 70% aqueous ethanol to give 6-(4-dimethylaminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (0.8 g).

Provenance & Evidence