反应详情

A mixture of ethyl 5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate obtained according to the method described in U.S. Pat. No. 4,054,656 (1.00 g, 4.20 mmol), N-bromosuccinimide (784 mg, 4.41 mmol), 2,2′-azo-bis-isobutyronitrile (68.9 mg, 0.420 mmol) and carbon tetrachloride (30 mL) was heated under reflux for 3 hr. The solvent was evaporated under reduced pressure, and the obtained residue was extracted with ethyl acetate. The organic layer was washed with water (×3) and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated, and the obtained crude crystals were recrystallized from ethyl acetate to give ethyl 5-(bromomethyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate (662 mg, 50%) as a pale-yellow powder.

1. customobtained
2. temperatureunder reflux for 3 hr
3. customThe solvent was evaporated under reduced pressure
4. extractionthe obtained residue was extracted with ethyl acetate
5. washThe organic layer was washed with water (×3) and saturated brine
6. dry with materialdried over anhydrous sodium sulfate
7. customThe solvent was evaporated
8. customthe obtained crude crystals
9. customwere recrystallized from ethyl acetate