Nitric Acid → HCID 12535827, Verbindung

Reaktionsgleichung

[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH3:16])=[N:5][CH:4]=[C:3]1[C:17]([O:19][CH2:20][CH3:21])=[O:18].[N+:22]([O-])([OH:24])=[O:23].S(=O)(=O)(O)O>>[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[C:12]([N+:22]([O-:24])=[O:23])[CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH3:16])=[N:5][CH:4]=[C:3]1[C:17]([O:19][CH2:20][CH3:21])=[O:18]

Komponenten

Edukt 3

HCID 944Nitric Acid

HCID 1118Sulfuric Acid

HCID 12535800HCID 12535800, Verbindung

Produkt 1

HCID 12535827HCID 12535827, VerbindungAusbeute 55 %

Versuchsvorschrift

Ethyl 1,6-dihydro-6-oxo-2-(2-ethoxyphenyl)pyrimidine -5-carboxylate (1.0 g., 3,46 mmoles) was added over a twenty minute period to a cooled (ice-water), stirred mixture of 70% nitric acid (1.7 ml., d= 1.42) and 96% sulfuric acid (0.29 ml., d= 1.84). The mixture was stirred at room temperature for 19 hours. The solution was poured into ice-water (300 ml.). The mixture was triturated and then filtered. The collected solid was recrystallized from acetonitrile to give the title compound (0.64 g., 55%), m.p. 222-224°.