Reaktion #444354

Reaktionsgleichung

3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione

1-octanal

piperidine

→

desired product

5-octylidene-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturby refluxing for 1.5 hours
2. 2
   TemperaturAfter the reaction mixture was cooled
3. 3
   workup.DISTILLATIONthe solvent was distilled off
4. 4
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
5. 5
   Waschenwashed with water
6. 6
   Sonstigedried
7. 7
   workup.DISTILLATIONafter which the solvent was distilled off
8. 8
   SonstigeThe residue was purified by column chromatography (eluent, n-hexane/ethyl acetate=4/1)

Vorschrift

To a solution of 1.61 g (5.0 mmol) of 3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione and 0.641 g (5.0 mmol) of 1-octanal in 20 ml of ethanol, 0.05 ml (0.5 mmol) of piperidine was added, followed by refluxing for 1.5 hours. After the reaction mixture was cooled, the solvent was distilled off. The residue was dissolved in dichloromethane, washed with water and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent, n-hexane/ethyl acetate=4/1) to yield 1.54 g (71.4%, yellow oily substance) of the desired product.

Quelle