Thymine → HCID 14216899, compound

Temperature

0 °C

To a suspension of thymine (0.317 mole) and potassium carbonate (0.634 mole) in dimethylformamide (900 ml) is added methyl bromopropionate (0.634mole) and the mixture is stirred vigorously overnight under an atmosphere of nitrogen. The mixture is filtered, washed with ether and evaporated to dryness in vacuo. 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 the title compound is precipitated by the addition of 4N hydrochloric acid (70 ml) to afford, after filtration, the title compound.

1. filtrationThe mixture is filtered
2. washwashed with ether
3. customevaporated to dryness in vacuo
4. additionThe solid residue is treated with water (300 ml) and 4N hydrochloric acid (12 ml)
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. customthe title compound is precipitated by the addition of 4N hydrochloric acid (70 ml)
12. customto afford
13. filtrationafter filtration

ORD record

ord-26b3c24eb4ea450b8a30a47ea709f113

Source dataset

uspto-grants-1999_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05866691