139669-95-7

2295-31-0

68-12-2

139669-95-7

General procedure for the synthesis of 2,4-dibromothiazole-5-carbaldehyde from 2,4-thiazolidinedione and N,N-dimethylformamide: A mixture of thiazolidine-2,4-dione (15.0 g, 128 mmol), phosphorus tribromide (POBr3, 183.6 g, 640 mmol) and N,N-dimethylformamide (DMF, 10.8 mL, 140.9 mmol ) mixture was heated to 75°C for 1 hr and then warmed to 100°C for 5 hr. After completion of the reaction, the mixture was cooled to room temperature, diluted with dichloromethane (CH2Cl2) and washed with saturated sodium bicarbonate (NaHCO3) solution. The organic phase was separated, filtered and concentrated. The residue was ground with petroleum ether and evaporated to give 8.0 g of 2,4-dibromothiazole-5-carbaldehyde as a black solid.