反应详情

To a 35 ml round-bottomed flask equipped with condenser and N2 inlet were added 1.89 g (7.89 mmol) of 4-(4-(2-chloroethyl)phenyl)thiazol-2-one, 2.10 g (7.89 mmol) of N-(3-trifluoromethylphenyl)piperazine hydrochloride, 2.20 ml (15.8 mmol) of triethylamine, 0.84 g (7.89 mmol) of sodium carbonate, 2 mg of sodium iodide, and 20 ml of methylisobutylketone. The reaction was heated at reflux for 6 days, cooled, and evaporated. The residue was taken up in ethyl acetate/water, the layers separated, and the ethyl acetate layer washed with brine, dried over sodium sulfate, and evaporated. The residue was chromatographed on silica gel using ethyl acetate/methylene chloride as eluent. The product fractions were evaporated, and the residue triturated with ether, taken up in hot ethyl acetate, treated with ethyl acetate saturated with hydrochloride, precipitated with ether, filtered, washed with ether, and dried to give 0.787 g (20%) of a white solid, m.p. 285°-287° C.

1. customTo a 35 ml round-bottomed flask equipped with condenser and N2 inlet
2. temperatureThe reaction was heated
3. temperatureat reflux for 6 days
4. temperaturecooled
5. customevaporated
6. customthe layers separated
7. washthe ethyl acetate layer washed with brine
8. dry with materialdried over sodium sulfate
9. customevaporated
10. customThe residue was chromatographed on silica gel
11. customThe product fractions were evaporated
12. customthe residue triturated with ether
13. additiontreated with ethyl acetate saturated with hydrochloride
14. customprecipitated with ether
15. filtrationfiltered
16. washwashed with ether
17. customdried