Reaktion #1062167

Reaktionsgleichung

oxalic acid

ethyl acrylate

potassium carbonate

4-{2-[N-(1-benzylpiperid-4-yl)amino]-1,3-thiazol-4-yl}benzonitrile

→

Ethyl 3-{N-(1-benzylpiperid-4-yl)-N-[4-(4-cyano-phenyl)-1,3-thiazol-2-yl]amino}propionate oxalate

Ausbeute 84.0%

Lösungsmittel

acetone

isopropyl ether

water

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture is heated
2. 2
   Temperaturunder reflux for 24 hours
3. 3
   TemperaturThe reaction mixture is cooled
4. 4
   Sonstigethe mixture is separated after settling
5. 5
   TrocknenThe organic phase is dried over sodium sulphate
6. 6
   Sonstigeevaporated to dryness
7. 7
   SonstigeThe oil obtained
8. 8
   Filtrationfiltered on a silica bed
9. 9
   SonstigeThe evaporation of the filtrate
10. 10
    Sonstigeto provide white crystals which
11. 11
    Sonstigemelt at 225° C.

Vorschrift

25.92 ml of ethyl acrylate, 32.98 g of potassium carbonate and 7.7 g of tetrabutylammonium bromide are added to 44.8 g of 4-{2-[N-(1-benzylpiperid-4-yl)amino]-1,3-thiazol-4-yl}benzonitrile in 900 ml of toluene, and then the reaction mixture is heated under reflux for 24 hours. The reaction mixture is cooled, then water is added and the mixture is separated after settling has taken place. The organic phase is dried over sodium sulphate and then evaporated to dryness. The oil obtained is taken up in isopropyl ether and filtered on a silica bed, entraining with isopropyl ether. The evaporation of the filtrate leads to a resin which is then salified by addition of one equivalent of oxalic acid in acetone in order to provide white crystals which melt at 225° C.; yield 84%.

Quelle