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 (0.634 mole) 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 4 N 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 the title compound is precipitated by the addition of 4 N 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 4 N 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 2 N sodium hydroxide (60 ml)
9. waitis boiled for 10 minutes
10. filtrationfiltered
11. customthe title compound is precipitated by the addition of 4 N hydrochloric acid (70 ml)
12. customto afford
13. filtrationafter filtration

ORD record

ord-840970b1029a47d18891fdcddc270f57

Source dataset

uspto-grants-2000_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06084082