반응 #444229

반응 방정식

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

propionaldehyde

piperidine

→

desired product

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

용매

ethanol

반응 조건

후처리

1. 1
   온도by refluxing for 2 hours
2. 2
   온도After the reaction mixture was cooled
3. 3
   workup.DISTILLATIONthe solvent was distilled off
4. 4
   workup.DISSOLUTIONThe residue was dissolved in chloroform
5. 5
   세척washed with saturated aqueous sodium hydrogen carbonate
6. 6
   기타dried
7. 7
   workup.DISTILLATIONafter which the solvent was distilled off
8. 8
   기타The residue was purified by column chromatography (eluent, n-hexane/ethyl acetate=1:1→1:2→1:4)

실험 절차

To a solution of 1.61 g (5 mmol) of 3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione and 0.36 ml (5 mmol) of propionaldehyde in 20 ml of ethanol, 0.05 ml (0.5 mmol) of piperidine was added, followed by refluxing for 2 hours. After the reaction mixture was cooled, the solvent was distilled off. The residue was dissolved in chloroform, washed with saturated aqueous sodium hydrogen carbonate and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent, n-hexane/ethyl acetate=1:1→1:2→1:4) to yield 1.37 g (75.8%, light orange oily substance) of the desired product.

출처