反应详情

To a 35 ml round-bottomed flask equipped with condenser and N2 inlet were added 0.746 g (2.34 mmol) of 4-(4-(2-chloroethyl)phenyl-2-aminothiazole hydrobromide, 0.50 g (2.34 mmol) of N-(8-quinolyl)piperazine (prepared from 8-aminoquinoline by reaction with diethanolamine in hydrobromide at 200° C.), 0.621 g (5.86 mmol) of sodium carbonate, 50 mg of sodium iodide, and 10 ml of ethanol. The reaction was heated at reflux for 25 hours, cooled, and the reaction mixture taken up in ethyl acetate/water. The layers were separated, the ethyl acetate layer dried and evaporated. The residue was chromatographed on silica gel using chloroform/methanol as eluent and the product fractions combined in methanol and precipitated with a solution of hydrochloride in ether. The precipitate was stirred with ether/methanol to afford a crystalline solid, m.p. >225° C., 277 mg (27%). NMR (free base in CDCl3): 2.8 (m, 8H), 3.5 (m, 4H), 7.0-8.2 (m, 11H).

1. customTo a 35 ml round-bottomed flask equipped with condenser and N2 inlet
2. temperatureThe reaction was heated
3. temperatureat reflux for 25 hours
4. temperaturecooled
5. customThe layers were separated
6. dry with materialthe ethyl acetate layer dried
7. customevaporated
8. customThe residue was chromatographed on silica gel
9. customprecipitated with a solution of hydrochloride in ether
10. customto afford a crystalline solid, m.p. >225° C., 277 mg (27%)