反应详情

温度

80 °C

To a suspension of 4.0 g (24.7 mmol) of 5-(2-hydroxyethyl)imidazo[1,2-a]pyridine in 30 ml of chloroform, 5 ml (68 mmol) of thionyl chloride was added. After refluxing for 2 hours, the solvent was distilled off. To a suspension of the residue and 8.36 g (60 mmol) of 2,4-thiazolidinedione sodium salt in 50 ml of N,N-dimethylformamide, 3.75 g (25 mmol) of sodium iodide was added, followed by stirring at 80° C. for 16 hours. After the reaction mixture was cooled, water was added. The reaction mixture was then extracted with ethyl acetate and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent: n-hexane/ethyl acetate=2/1→1/1→1/4) to yield 1.00 g (15.5%, light orange powder) of the desired product.

1. additionwas added
2. temperatureAfter refluxing for 2 hours
3. distillationthe solvent was distilled off
4. additionwas added
5. temperatureAfter the reaction mixture was cooled
6. extractionThe reaction mixture was then extracted with ethyl acetate
7. customdried
8. distillationafter which the solvent was distilled off
9. customThe residue was purified by column chromatography (eluent: n-hexane/ethyl acetate=2/1→1/1→1/4)