反应详情

To 2.0 g (15 mmol) of thionyl chloride was added 0.50 g (3.5 mmol) of 4-methyl-1,2,3-thiadiazole-5-carboxylic acid. After heating the mixture with stirring for 2 hours, the thionyl chloride was distilled off under reduced pressure, and the residue was added to a solution of 1.8 g (15 mmol) of aluminum chloride in 20 ml benzene and made to react with heating for 3 hours. After the reaction was completed, the reaction mixture was poured into ice water, the objective product was extracted with ethyl acetate, the organic layer was washed with a saturated aqueous solution of sodium chloride and dried, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography using 4:1 mixture of n-hexane and ethyl acetate. Thus, 0.69 g of the objective compound was obtained.

1. temperatureAfter heating the mixture
2. distillationthe thionyl chloride was distilled off under reduced pressure
3. customto react
4. temperaturewith heating for 3 hours
5. extractionthe objective product was extracted with ethyl acetate
6. washthe organic layer was washed with a saturated aqueous solution of sodium chloride
7. customdried
8. distillationthe solvent was distilled off under reduced pressure
9. customthe residue was purified by silica gel column chromatography
10. addition4:1 mixture of n-hexane and ethyl acetate