Sodium hydrogen sulfide hydrate → 3-(Methanesulfonyl)-5-nitroaniline

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[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[C:7]([N+:14]([O-:16])=[O:15])[CH:6]=1)(=[O:4])=[O:3].O.S.[Na]>CO.C1(C)C=CC=CC=1>[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([CH:8]=[C:7]([N+:14]([O-:16])=[O:15])[CH:6]=1)[NH2:11])(=[O:4])=[O:3]

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실험 절차

A solution of 1-(methylsulfonyl)-3,5-dinitro-benzene (1 g; 4 mmol) in methanol (80 ml) and toluene (20 ml) was treated with a solution of sodium hydrogensulfide-hydrate (227 mg; 4 mmol) in 20 ml methanol. The mixture was then refluxed for 3 hours additional 500 mg sodium hydrogensulfide-hydrate were added and refluxed for an additional hour. After cooling, the precipitate was filtrated and the filtrate concentrated. The residual was crystallized from methanol. 500 mg (2.31 mmol; 57% yield) of a yellow solid were obtained.