[CH3:1][C:2]([CH3:17])([C:5]1[C:9]2[CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=[CH:13][C:8]=2[S:7][N:6]=1)[C:3]#N.[OH2:18].S(=O)(=O)(O)O.[C:24](=[O:27])(O)[O-].[Na+].[CH2:29](Cl)Cl>C(O)C>[CH3:1][C:2]([CH3:17])([C:5]1[C:9]2[CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=[CH:13][C:8]=2[S:7][N:6]=1)[C:3]([O:27][CH2:24][CH3:29])=[O:18]
A mixture of α,α-dimethyl-5-nitro-1,2-benzisothiazole-3-acetonitrile (0.913 g, 3.69 mmol), water (0.450 mL), concentrated sulfuric acid (4.55 mL) and ethanol (9.10 mL) is refluxed for one hour, cooled, and poured onto ice. The resultant aqueous mixture is neutralized with saturated sodium bicarbonate solution and extracted with methylene chloride. The organic extract is washed with water, dried over anhydrous sodium sulfate, and concentrated in vacuo to obtain a solid. Column chromatography of the solid using silica gel and methylene chloride gives the title product as pale yellow crystals.
Loading…
