反应详情

温度

160 °C

A mixture of 5-(2-methoxy-5-nitrophenyl)thiazole (156 mg, 0.660 mmol) and anhydrous sodium sulfide (309 mg, 3.96 mmol) in N-methylpyrrolidinone (2 mL) was heated at 160° C. for 2 h. After cooling to rt, the solvent was removed in vacuo, and the residue was partitioned between water (5 mL) and dichloromethane (20 mL). The organic phase was separated, dried over MgSO4, and purified by silica gel chromatography (3% MeOH in dichloromethane) to afford the title compound. 1H-NMR (CDCl3, 400 MHz): δ=7.18 (d, J=9.2 Hz, 1H), 8.08 (dd, J=1.6, 9.2 Hz, 1H), 8.45 (s, 1H), 8.52 (d, J=2.4 Hz, 1H), 8.86 (s, 1H), 11.95 (s, br, 1H). MS (ES+): m/z 223.14 [MH+]. HPLC: tR=2.68 min (ZQ2000, polar—5 min).

1. temperatureAfter cooling to rt
2. customthe solvent was removed in vacuo
3. customthe residue was partitioned between water (5 mL) and dichloromethane (20 mL)
4. customThe organic phase was separated
5. dry with materialdried over MgSO4
6. custompurified by silica gel chromatography (3% MeOH in dichloromethane)