N-(4-Bromophenyl)-2-methoxy-5-nitro-benzoic acid amide → N-(4-Bromophenyl)-2-methoxy-5-amino-benzoic acid amide
Reaktionsgleichung
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:21])[C:10]2[CH:15]=[C:14]([N+:16]([O-])=O)[CH:13]=[CH:12][C:11]=2[O:19][CH3:20])=[CH:4][CH:3]=1>C1COCC1.[Ni]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:21])[C:10]2[CH:15]=[C:14]([NH2:16])[CH:13]=[CH:12][C:11]=2[O:19][CH3:20])=[CH:6][CH:7]=1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A mixture of N-(4-bromophenyl)-2-methoxy-5-nitro-benzoic acid amide (930 mg, 2.6 mmol) and 140 mg Ra-Ni in 40 mL THF was stirred for 20 h under an atmosphere of hydrogen (3 bar). After filtration and concentration i. vac. the subtitle compound was obtained. Yield: 890 mg (quantitative). MS [M+H]+=321 (Br-isotope pattern); TLC: Rf=0.60 (silica gel, DCM:EtOH 9:1).