Sodium Hydroxide → HCID 21400327, compound

Participants

Reaction Steps

10.9 g (0.1 mol) of propionamidine hydrochloride were suspended in 125 ml of water and 200 ml of benzene. 15.6 g (0.1 mol) of N-methyl-bis-(chlorocarbonyl)-amine in 100 ml of dry benzene and 18 g (0.45 mol) of sodium hydroxide dissolved in 100 ml of water were simultaneously slowly added dropwise from 2 dropping funnels, with vigorous stirring. The reaction took place exothermically. The mixture was stirred for a further hour and the aqueous phase was separated off, acidified with glacial acetic acid and evaporated in vacuo. The residue was repeatedly extracted by boiling with ethyl acetate. The solution was concentrated in vacuo and cooled. The precipitate was filtered off. 7.8 g (50%) of 1-methyl-4-ethyl-tetrahydro-1,3,5-triazine-2,6-dione were obtained as colorless needles of melting point 202°-203°C.

Provenance & Evidence