Nitric Acid → 6-Nitroquinolin-2(1H)-one

HRID 373783Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 373783
[N+:1]([O-:4])(O)=[O:2].[OH:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1.O>S(=O)(=O)(O)O>[N+:1]([C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:5])[CH:15]=[CH:14]2)([O-:4])=[O:2]

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 962WaterHCID 178515546HCID 178515546, Verbindung

Produkt 1

HCID 8999326-Nitroquinolin-2(1H)-oneAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

Nitric acid (70%), 2.3 mL, was added dropwise to a stirred mixture of 2-hydroxyquinoline (available commercially or by one of the methods described in Beilstein 21, 77) 3.5 g (0.024 mole), in 20 mL of concentrated sulfuric acid at 0° C. The reaction mixture was stirred for 2 hours at room temperature and then poured into ice and water. The resulting solid was collected by filtration, washed with cold water and then digested twice with hot methanol to yield 3 g (67%) of 6-nitrocarbostyril as crystals; m.p. 280°-282° C.

Aufarbeitung

  1. customat 0° C
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with cold water

Quellen und Nachweise

ORD-Eintrag
ord-2412aafaf56549e5bdaf68fac399747d
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05166160

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