Réaction #2298621

Équation de réaction

7-bromo-3H-thieno[3,2-d]pyrimid-4-one

7-Bromo-3H-thieno[3,2-d]pyrimid-4-one

phosphorus oxychloride

sodium bicarbonate

→

7-bromo-4-chlorothieno[3,2-d]pyrimidine

Rendement 82.0%

Conditions de réaction

Traitement

1. 1
   Températureat reflux for 1 hour
2. 2
   ExtractionThe aqueous mixture was extracted with ethyl acetate
3. 3
   LavageThe organic layer was washed with water
4. 4
   Séchagedried over anhydrous magnesium sulfate
5. 5
   Autrethe solvent evaporated under reduced pressure

Mode opératoire

A solution of 7-bromo-3H-thieno[3,2-d]pyrimid-4-one (126, 0.94 g, 4.1 mmol) in phosphorus oxychloride (4 mL) under N2 was heated at reflux for 1 hour. The resulting solution was allowed to cool to room temperature and then poured into a saturated aqueous solution of sodium bicarbonate to neutralize. The aqueous mixture was extracted with ethyl acetate. The organic layer was washed with water followed by saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and the solvent evaporated under reduced pressure to yield 7-bromo-4-chlorothieno[3,2-d]pyrimidine (0.83 g, 82% yield) as a yellow solid.

Source