Ethyl 3-oxohexanoate → HCID 178439476, compound

Sodium (4.6 g) was added by portions at 0° C. to methanol (150 mL). The mixture was stirred at room temperature until dissolution. After cooling at 0° C., thiourea (11.0 g) was added by portions and the mixture was stirred until dissolution. Ethyl butyrylacetate (15.8 g) in methanol (200 mL) was added dropwise at 0° C. over 30 minutes. The mixture was refluxed for 9 h, then concentrated under reduced pressure. The residue was dissolved in water. After acidification with acetic acid until pH=6 and stirring for 1 h, the mixture was filtered. The precipitate was successively washed with water and isopropanol, then dried under reduced pressure to afford 2-mercapto-6-propyl-pyrimidin-4-ol (14.1) as white crystals (mp=220° C.).

1. temperatureAfter cooling at 0° C.
2. stirringthe mixture was stirred until dissolution
3. temperatureThe mixture was refluxed for 9 h
4. concentrationconcentrated under reduced pressure
5. dissolutionThe residue was dissolved in water
6. stirringAfter acidification with acetic acid until pH=6 and stirring for 1 h
7. filtrationthe mixture was filtered
8. washThe precipitate was successively washed with water and isopropanol
9. customdried under reduced pressure

ORD record

ord-62e28d445647484ca076fd121bbd96c2

Source dataset

uspto-grants-2009_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07589095B2