Nitric Acid → 5-(4-Nitrophenyl)pyrazin-2(1H)-one

HRID 542455

Reaktionsgleichung

Reaktionsgleichung von HRID 542455
[C:1]1([C:7]2[N:8]=[CH:9][C:10](=[O:13])[NH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:14]([O-])([OH:16])=[O:15].S(=O)(=O)(O)O>>[N+:14]([C:4]1[CH:3]=[CH:2][C:1]([C:7]2[N:8]=[CH:9][C:10](=[O:13])[NH:11][CH:12]=2)=[CH:6][CH:5]=1)([O-:16])=[O:15]

Komponenten

4

Edukt 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 5990375-phenyl-1H-pyrazin-2-one

Produkt 1

HCID 138535735-(4-Nitrophenyl)pyrazin-2(1H)-one

Versuchsvorschrift

5-Phenyl-2-(1H)-pyrazinone (5 g) was added in portions during 30 minutes to a stirred mixture of fuming nitric acid (30 ml) and sulphuric acid (5 ml) at -5° C. The mixture was stirred in the cold for 30 minutes, and the temperature of the mixture was then allowed to rise to 10° C. The mixture was then poured into ice-water (250 ml) to give 5-(4-nitrophenyl)-2(1H)-pyrazinone recrystallised from dimethylformamide, m.p. 336°-8° C., δ(DMSO-d6) 8.15 and 8.30 (2d, 3- and 6-protons of pyrazinone ring), 8.18 (m, phenyl); νmax (Nujol mull) 3200-2500 (NH), 1690, 1675, 1545, 1510, 1349, 860 and 750 cm-1.

Aufarbeitung

  1. customto rise to 10° C

Quellen und Nachweise

ORD-Eintrag
ord-7f61dbfbb4cf435aacdc38349bac30e3
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04657906

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