Sulfuric Acid → HCID 23284751, Verbindung

Reaktionsgleichung

[Cl:1][C:2]1[C:3]([F:28])=[C:4]([F:27])[CH:5]=[C:6]2[C:11]=1[N:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[C:14]([O:19][CH3:20])[CH:13]=1)[CH:9]=[C:8]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:7]2=[O:26].S(=O)(=O)(O)O.[N+:34]([O-])([O-:36])=[O:35].[K+]>>[Cl:1][C:2]1[C:3]([F:28])=[C:4]([F:27])[CH:5]=[C:6]2[C:11]=1[N:10]([C:12]1[CH:13]=[C:14]([O:19][CH3:20])[C:15]([F:18])=[CH:16][C:17]=1[N+:34]([O-:36])=[O:35])[CH:9]=[C:8]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:7]2=[O:26]

Komponenten

Edukt 3

HCID 1118Sulfuric Acid

HCID 24434Potassium Nitrate

HCID 23284662HCID 23284662, Verbindung

Produkt 1

HCID 23284751HCID 23284751, VerbindungAusbeute 57,3 %

Versuchsvorschrift

Ethyl 8-chloro-6,7-difluoro-1-(4-fluoro-3-methoxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate (830 mg) was added to concentrated sulfuric acid (4 ml), and anhydrous potassium nitrate (250 mg) was added portionwise to the mixture while stirring under ice cooling. The resultant mixture was stirred for 15 minutes under ice cooling and for 50 minutes at room temperature. The reaction mixture was poured into ice water (50 ml) and then extracted with chloroform (50 ml). After a chloroform layer was washed with distilled water (20 ml), dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. Deposits were dispersed in ethanol, collected by filtration and washed with ethanol and diisopropyl ether in that order to obtain the title compound (528 mg) as a colorless powder.