反应详情

温度

80 °C

7-Fluoro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid ethyl ester. To a solution of 4-ethoxycarbonylmethylsulfanyl-2-fluoro-5-nitro-benzoic acid ethyl ester (2.7 g, 8.2 mmol) in acetic acid (50 mL) was added iron (4.8 g, 86 mmol) and the suspension was heated to 80° C. and stirred for 2 h. The reaction mixture was filtered and the filtrate was partitioned between H2O and EtOAc (1×200 mL; 2×100 mL). The combined organic layers were washed with brine (300 mL), dried (MgSO4), filtered and concentrated to provide 1.7 g (82%) of the title compound as a tan solid. MS (ESI): exact mass calculated for C11H10FNO3S, 255.04; m/z found, 256.3 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.75 (br s, 1H), 7.46 (d, J=6.1, 1H), 7.12 (d, J=10.4, 1H), 4.40 (q, J=7.1, 2H), 3.48 (s, 2H), 1.38 (t, J=7.1, 3H).

1. filtrationThe reaction mixture was filtered
2. customthe filtrate was partitioned between H2O and EtOAc (1×200 mL; 2×100 mL)
3. washThe combined organic layers were washed with brine (300 mL)
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated