反应详情

温度

140 °C

A mixture of 4-chloro-6-nitro[1]benzothieno[3,2-b]pyridine-3-carbonitrile (0.27 g, 0.9 mmol), 3-bromoaniline (3.16 g, 18.4 mmol), and pyridine hydrochloride (0.06 g) in 15 mL of DMSO is stirred in the microwave (PROLABO unit) at 140° C., power range 0–10%, for one hour. The final reaction mixture is cooled, dissolved in 100 mL of chloroform, washed with 2N HCl (2×50 mL), then with saturated aqueous sodium bicarbonate (50 mL), and dried over sodium sulfate. The solvent is evaporated, and the desired compound purified by silica gel chromatography, eluting with 9:1 chloroform/methanol. After washing with diethyl ether and ethyl acetate, 4-(3-bromoanilino)-6-nitro[1]benzothieno[3,2-b]pyridine-3-carbonitrile (0.215 g, 55%) is obtained as a yellow solid, m.p. 288–290° C.

1. customThe final reaction mixture
2. temperatureis cooled
3. washwashed with 2N HCl (2×50 mL)
4. dry with materialwith saturated aqueous sodium bicarbonate (50 mL), and dried over sodium sulfate
5. customThe solvent is evaporated
6. customthe desired compound purified by silica gel chromatography
7. washeluting with 9:1 chloroform/methanol
8. washAfter washing with diethyl ether and ethyl acetate