Nitric Acid → 6-Bromo-4-hydroxy-3-nitroquinolin-2(1H)-one

HRID 1658092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1658092
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[C:5]2[OH:13].[N+:14]([O-])([OH:16])=[O:15]>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]([N+:14]([O-:16])=[O:15])=[C:5]2[OH:13]

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 546894466-Bromo-4-hydroxyquinolin-2(1H)-one

Produkt 1

HCID 546964876-Bromo-4-hydroxy-3-nitroquinolin-2(1H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A suspension of 6-bromo-4-hydroxycarbostyril (2.23g; 0.0093 mole) in glacial acetic acid (15 ml) was swirled during the addition of concentrated nitric acid (2.5 ml, d, 1.42). On heating at 100°C for several minutes a thick yellow solid separated. After cooling, ethanol (40 ml) was added and the mixture filtered and the solid washed free of nitric acid with ethanol. Drying in vacuo over P2O5 gave the title compound, m.p. 213°-4°C (d). (Found; C, 37.83; H, 1.74; N, 9.77; Br, 28.33; C9H5N2BrO4 requires; C, 37.92; H, 1.77; N, 9.83; Br, 28.03%).

Aufarbeitung

  1. customseparated
  2. temperatureAfter cooling
  3. additionethanol (40 ml) was added
  4. filtrationthe mixture filtered
  5. washthe solid washed free of nitric acid with ethanol
  6. dry with materialDrying in vacuo over P2O5

Quellen und Nachweise

ORD-Eintrag
ord-949a4af1852647eb9000bffd910d3553
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03962445

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