反应详情

温度

100 °C

1.0 g (3.5 mmol) of (5-bromo-2-chloromethylphenyl)dimethylammonium chloride (m.p.: 118°-120° C.) and 0.97 g (7.0 mmol) of anhydrous potassium carbonate are added to the solution of 0.45 g (3.2 mmol) of 6-methyl-2-thiouracil in 15 ml of N,N-dimethylacetamide and the reaction mixture is stirred in an oil bath of 100° C. temperature for 3 hours. After cooling to room temperature the inorganic salts are filtered and the filtrate is evaporated under reduced pressure. The evaporation residue is shaken with the mixture of 5 ml of water and 5 ml of chloroform and after separation the organic phase is extracted 4 times with 5 ml of chloroform each. The combined organic phase is washed with water, dried over anhydrous magnesium sulfate and evaporated. The oily residue is purified by chromatography on a silica gel column by using a 4:1 mixture of ethyl acetate/benzene as eluent. The pure fractions are evaporated under reduced pressure and the residue is recrystallized from ethanol to give 0.56 g (49.5%) of the title compound as a white crystalline product, m.p.: 163°-164° C.

1. temperatureAfter cooling to room temperature the inorganic salts
2. filtrationare filtered
3. customthe filtrate is evaporated under reduced pressure
4. stirringThe evaporation residue is shaken with the mixture of 5 ml of water and 5 ml of chloroform
5. customafter separation the organic phase
6. extractionis extracted 4 times with 5 ml of chloroform each
7. washThe combined organic phase is washed with water
8. dry with materialdried over anhydrous magnesium sulfate
9. customevaporated
10. customThe oily residue is purified by chromatography on a silica gel column
11. additiona 4:1 mixture of ethyl acetate/benzene as eluent
12. customThe pure fractions are evaporated under reduced pressure
13. customthe residue is recrystallized from ethanol