Hydrochloric Acid → 2-Fluoro-4-(methylamino)-5-nitrobenzoic acid

Reaktionsgleichung

[CH3:1][NH2:2].[F:3][C:4]1[CH:12]=[C:11](F)[C:10]([N+:14]([O-:16])=[O:15])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7].Cl>O>[F:3][C:4]1[CH:12]=[C:11]([NH:2][CH3:1])[C:10]([N+:14]([O-:16])=[O:15])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Komponenten

Versuchsvorschrift

Methylamine (13.5 mL, 40% in water) is added to an ice-cooled mixture of 2,4-difluoro-5-nitro-benzoic acid (10.0 g, 49 mmol) in water (100 mL) and it is stirred for 30 min at rt. The mixture is acidified with 6N aq HCl-solution and the precipitate is filtered, washed with water and dried at 60° C. The crude material is recrystallized from MeOH. The final product is slightly contaminated by its regioisomer 4-fluoro-2-methylamino-5-nitro-benzoic acid.