反应详情

温度

100 °C

A mixture of 3-nitro-N-(2,2,2-trifluoro-ethyl)-benzenesulfonamide (3.12 g, 11 mmol), sodium dithionite (8.09 g, 40 mmol), water (21.5 ml) and 2 methoxyethanol (21.5 ml) was stirred at 100° C. for 2 h, additional water (18.5 ml) was added at 70° C. and subsequently HCl (37%, 18.5 ml) was added over a period of 10 min (SO2 evolution). The reaction mixture was stirred at 70° C. for 20 min, poured into ice/water (50 ml) and sodium carbonate was added until the solution proofed to be basic. The solution was extracted with ethyl acetate (3×75 ml), the combined organic layers washed with brine (80 ml), dried (MgSO4) and evaporated. The crude product was further purified by column chromatography on silica gel (heptane/ethyl acetate 1:1) to yield the title compound (2.05 g, 73%) as a white solid. MS (ISP) 252.9 [(M−H)−]; m.p. 131° C.

1. stirringThe reaction mixture was stirred at 70° C. for 20 min
2. additionwas added until the solution
3. extractionThe solution was extracted with ethyl acetate (3×75 ml)
4. washthe combined organic layers washed with brine (80 ml)
5. dry with materialdried (MgSO4)
6. customevaporated
7. customThe crude product was further purified by column chromatography on silica gel (heptane/ethyl acetate 1:1)