反应详情

温度

150 °C

An amount of 1100 mg (3.2 mmol) of 7-amino-4-(2,4-dichloroanilino)-6-hydroxy-3-quinolinecarbonitrile was stirred in 2-ethoxyethanol (250 mL), and to this were added 1,2-dibromoethane (6.5 g, 34 mmol), and potassium carbonate (2.7 g, 19.2 mmol). The mixture was heated at 150° C. for 0.5 hours, cooled to room temperature, and filtered through a Magnesol pad. The filtrate was evaporated to a brown oil, taken up in ethyl acetate and basified with saturated sodium bicarbonate solution. After separation of the layers, the organic layer was washed with saturated brine solution, dried over sodium sulfate, and evaporated to a brown oil. Purification was carried out by flash chromatography (ethyl acetate), to give a yellow solid (175 mg, 15% yield), mp 254-255° C.; 1H NMR (DMSO-d6) δ 9.20 (s, 1H), 8.25 (s, 1H), 7.70 (dd, 2H), 7.41 (dd, 2H), 7.14 (s, 1H), 6.92 (s, 1H), 4.23 (t, 2H), 3.43 (t, 2H); I-IRMS (EI) m/z 371.04502 (M+1). Analysis for C18H12Cl2N4O.0.1CH3CO2C2H5: Found: C, 58.03; H, 3.45; N, 14.49. Calcd: C, 58.10; H, 3.37; N, 14.74.

1. temperaturecooled to room temperature
2. filtrationfiltered through a Magnesol pad
3. customThe filtrate was evaporated to a brown oil
4. customAfter separation of the layers
5. washthe organic layer was washed with saturated brine solution
6. dry with materialdried over sodium sulfate
7. customevaporated to a brown oil
8. customPurification