1-Methyl-2-quinolone → 1-Methyl-2(1H)-quinolinethione

HRID 1165286

Reaktionsgleichung

Reaktionsgleichung von HRID 1165286
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]1=O.COC1C=CC(P2(=S)SP(C3C=CC(OC)=CC=3)(=S)[S:22]2)=CC=1>C1C=CC=CC=1>[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]1=[S:22]

Komponenten

4

Edukt 2

HCID 118201-Methyl-2-quinoloneHCID 87949Lawesson's reagent

Produkt 1

HCID 7414191-Methyl-2(1H)-quinolinethioneAusbeute 181,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

Under inert atmosphere, 1 g of 1-methyl-quinolin-2-one and 25 ml of benzene were mixed together and then 1.27 g of 2,4-bis-(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphos phetane (Laweseeon's reagent) were added all at once. After stirring at reflux for 1 hour, cooling, eliminating the solvent by distilling under reduced pressure and drying under a good vacuum and chromatographing, the residue was chromatographed on silica and eluted with a mixture of methylene chloride and ethyl acetate (1/1) to obtain 1 g of the product sought melting at 114° C.

Aufarbeitung

  1. temperatureat reflux for 1 hour
  2. temperaturecooling
  3. distillationby distilling under reduced pressure
  4. customdrying under a good vacuum and chromatographing
  5. customthe residue was chromatographed on silica
  6. washeluted with a mixture of methylene chloride and ethyl acetate (1/1)

Quellen und Nachweise

ORD-Eintrag
ord-2f96a7b110bb4e1089fb4675d560317c
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04908359

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