反应详情

To a solution of 6-nitro-1,1-dioxo-1,2-dihydro-1lambda*6*-benzo[d]isothiazol-3-one (11.4 g, 50.0 mmol) and cyclohexene (25.4 mL, 250 mmol) in EtOH (100 mL) was added 5% Pd—C (35 g) at about 0° C. The mixture was refluxed overnight with stirring and then cooled to rt, filtered through Celite® several times until the filtrate became clear. The filtrate was concentrated under reduced pressure. The material was dissolved in saturated aqueous NaHCO3 (200 mL), filtered and to the filtrate was added concentrated hydrochloric acid (pH=7). The precipitate was collected by filtration and washed with water (2×50 mL) to provide 6-amino-1,2-benzisothiazol-3(2H)-one-1,1-dioxide (8.0 g, 68%): 1H NMR (DMSO-d6) δ: 7.61 (s, 1H), 7.59 (s, 1H), 6.95 (d, J=2.0 Hz, 2H), 6.91 (d, J=2.4 Hz, 1H), 6.89 (d, J=2.0 Hz, 1H).

1. temperatureThe mixture was refluxed overnight
2. filtrationfiltered through Celite® several times until the filtrate
3. concentrationThe filtrate was concentrated under reduced pressure
4. dissolutionThe material was dissolved in saturated aqueous NaHCO3 (200 mL)
5. filtrationfiltered and to the filtrate
6. additionwas added concentrated hydrochloric acid (pH=7)
7. filtrationThe precipitate was collected by filtration
8. washwashed with water (2×50 mL)