Réaction #46314

Équation de réaction

1,3,5-trihydroxybenzene

paratoluenesulphonic acid

ethyl 3-amino-2-quinolinecarboxylate

→

7,9-Dihydroxydibenzo[b,g][1,5]naphthyridin-6(11H)-one

Solvants

heptan-1-ol

Conditions de réaction

Traitement

1. 1
   Températureat reflux
2. 2
   Concentrationthe reaction mixture is concentrated in vacuo
3. 3
   Autreto be isolated

Mode opératoire

3.5 g of 1,3,5-trihydroxybenzene and 62.5 mg of paratoluenesulphonic acid are added to a solution of 5 g of ethyl 3-amino-2-quinolinecarboxylate in 50 ml of heptan-1-ol. The mixture is stirred for 48 hours at reflux using a Dean Stark apparatus and then the reaction mixture is concentrated in vacuo. Chromatography on silica gel (cyclohexane/acetone 90/10) allows 5.2 g of the expected product to be isolated.

Source