反应详情

To the reaction mixture of 2-(methylthio)benzo[d]thiazol-6-ol (750 mg, 3.79 mmol) in 10 ml of NMP was added Cesium Carbonate (3.2 g, 9.5 mmol) and stirred at RT for 3 minutes. To this mixture was added 4-chloroquinoline (682 mg, 4.17 mmol). The reaction mixture was stirred at 110° C. for 24 hours. The reaction was worked up by adding 250 ml ethyl acetate and washed with 75 ml of saturated NaHCO3, 2×60 ml water, 1×50 ml saturated NaCl, dried with sodium sulfate, filtered and concentrated in vacuo. The resulting solid residue was purified by silica gel column chromatography, eluted with (40% EtOAc: 60% Hexanes) and concentrated in vacuo to give 2-(methylthio)-6-(quinolin-4-yloxy)benzo[d]thiazole as solid (980 mg). ES/MS m/z 325.1 (MH+).

1. stirringThe reaction mixture was stirred at 110° C. for 24 hours
2. washwashed with 75 ml of saturated NaHCO3, 2×60 ml water, 1×50 ml saturated NaCl
3. dry with materialdried with sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. customThe resulting solid residue was purified by silica gel column chromatography
7. washeluted with (40% EtOAc: 60% Hexanes)
8. concentrationconcentrated in vacuo