Hydrochloric Acid → 2-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acid

Participants

Reaction Conditions

Reaction Steps

To a suspension of thymine (0.317 mol) and potassium carbonate (0.634 mol) in dimethylformamide (900 ml) is added methyl bromoacetate (0.634 mol) and the mixture is stirred vigorously overnight under nitrogen. The mixture is filtered, washed with ether and evaporated to dryness, in vacuo, to afford a solid residue. The solid residue is treated with water (300 ml) and 4N hydrochloric acid (12 ml), stirred for 20 minutes at 0° C., filtered and washed with water (2×100 ml). The precipitate is treated with water and 2 N sodium hydroxide (60 ml), and is boiled for 10 minutes. The mixture is cooled at 0° C., filtered, and precipitated by the addition of 4N hydrochloric acid (70 ml) to afford the the pure title compound.

Provenance & Evidence