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

Temperature

0 °C

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.

1. filtrationThe mixture is filtered
2. washwashed with ether
3. customevaporated to dryness, in vacuo
4. customto afford a solid residue
5. stirringstirred for 20 minutes at 0° C.
6. filtrationfiltered
7. washwashed with water (2×100 ml)
8. additionThe precipitate is treated with water and 2 N sodium hydroxide (60 ml)
9. waitis boiled for 10 minutes
10. filtrationfiltered
11. customprecipitated by the addition of 4N hydrochloric acid (70 ml)

ORD record

ord-b2205521397c47b0872f924a47ec5c10

Source dataset

uspto-grants-1997_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05629152