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 mole) and potassium carbonate (0.634 mole) in dimethylformamide (900 ml) is added methyl bromoacetate (0.634 mole) and the mixture is stirred vigorously overnight under nitrogen. The mixture is filtered, washed with ether and evaporated to dryness, in vacuoto afford a colorless solid. 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 2N sodium hydroxide (60 ml), and is boiled for 10 minutes. The mixture is cooled at 0° C., filtered, and then pricipitated by the addition of 4N hydrochloric acid (70 ml) to give the title compound.

1. filtrationThe mixture is filtered
2. washwashed with ether
3. customevaporated to dryness, in vacuoto
4. customafford a colorless solid
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 2N sodium hydroxide (60 ml)
9. waitis boiled for 10 minutes
10. filtrationfiltered
11. additionpricipitated by the addition of 4N hydrochloric acid (70 ml)

ORD record

ord-9310d2267e834336a9cbcff131b2b9f9

Source dataset

uspto-grants-1999_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05866691