反应详情

To a 35 ml round-bottomed flask equipped with condenser and N2 inlet were added 1.40 g (5.84 mmol) of 4-(4-(2-chloroethyl)phenyl)thiazol-2-one, 1.24 g (5.84 mmol) of N-(1-naphthyl)piperazine, 0.81 ml (5.84 mmol) of triethylamine, 0.62 g (5.84 mmol) of sodium carbonate, 2 mg of sodium iodide, and 12 ml of methylisobutylketone. The reaction was heated at reflux for 5 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 taken up in hot methylene chloride/methanol, treated with ethyl acetate saturated with hydrochloride, precipitated with ether, filtered, washed with ether, and dried to give 0.523 g (18%) of a white solid, m.p. 307°-309° C.

1. customTo a 35 ml round-bottomed flask equipped with condenser and N2 inlet
2. temperatureThe reaction was heated
3. temperatureat reflux for 5 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. additiontreated with ethyl acetate saturated with hydrochloride
13. customprecipitated with ether
14. filtrationfiltered
15. washwashed with ether
16. customdried