N-(3-methoxy-5-nitrophenyl)methanesulfonamide → N-(3-amino-5-methoxyphenyl)methanesulfonamide
Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:6]=[C:7]([N+:9]([O-])=O)[CH:8]=1>C(O)(=O)C.[Fe]>[NH2:9][C:7]1[CH:6]=[C:5]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 40 °C
Versuchsvorschrift
N-(3-Methoxy-5-nitrophenyl)methanesulfonamide (3 g, 11.82 mmol) was treated with iron powder (3.3 g, 59.09 mmol) in acetic acid (120 ml) and stirred at 40° C. for 2 h. The crude was then filtered over Celite and the solvent was removed in vacuum. A mixture of a solution of sodium bicarbonate 4% and ethyl acetate was added and the resulting mixture was filtered over Celite. The organic phase was washed with water and brine, dried over magnesium sulphate and the solvent was remove to give 2.53 g (86% yield) of the title compound as a dark solid, that was used in the next step without further purification. Purity 87%.