[NH2:1][S:2]([C:5]1[CH:6]=[C:7]([N+:14]([O-])=O)[CH:8]=[C:9]([CH3:13])[C:10]=1[O:11][CH3:12])(=[O:4])=[O:3].[NH4+].[Cl-].O>C(O)C.[Fe]>[NH2:1][S:2]([C:5]1[CH:6]=[C:7]([CH:8]=[C:9]([CH3:13])[C:10]=1[O:11][CH3:12])[NH2:14])(=[O:3])=[O:4]The reduction of 3-aminosulfonyl-4-methoxy-5-methylnitrobenzene (0.740 g, 3 mmol) using iron powder (0.81 g, 15 mmol), NH4Cl (0.81 g, 15 mmol) in ethanol (100 mL):water (25 mL) at 60° C. for 1 hour followed by filtration through a pad of Celite gave aqueous alcoholic solution. Concentration of it followed by dilution with water afforded a solid mass, which was isolated by filtration to give 3-aminosulfonyl-4-methoxy-5-methylaniline. 1H NMR (DMSO-d6): δ 6.90 (bs, 1H), 6.55 (bs, 1H), 5.1 (bs, 2H), 3.65 (s, 3H), 2.15 (s, 3H), LCMS: purity: 94%, MS (m/e): 217 (MH+).
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