Nitric Acid → 3-(4Chloro-6-fluoro-3-methoxy-2-nitrophenyl)-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione

Reaktionsgleichung

[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[NH:11][C:10]2=[O:20])=[CH:4][C:3]=1[O:21][CH3:22].S(=O)(=O)(O)O.[N+:28]([O-])([OH:30])=[O:29]>>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:18])([F:19])[F:17])[NH:11][C:10]2=[O:20])=[C:4]([N+:28]([O-:30])=[O:29])[C:3]=1[O:21][CH3:22]

Komponenten

Edukt 3

HCID 944Nitric Acid

HCID 1118Sulfuric Acid

HCID 200259793-(4-chloro-2-fluoro-5-methoxyphenyl)-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

Produkt 1

HCID 865858983-(4Chloro-6-fluoro-3-methoxy-2-nitrophenyl)-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione

Versuchsvorschrift

3-(4-Chloro-6-fluoro-3-methoxyphenyl)-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione (10.0 g, 29.5 mmol) was slowly added to a stirred mixture of con. sulfuric acid (36 ml) and con. nitric acid (4 ml) with stirring at −15° C. The solution was then slowly warmed to room temperature and allowed to stir for 2 hr. Addition of the solution to ice-water resulted in a light yellow precipitate which was separated by filtration to afford the title compound (9.1 g).