Yield:-

Reaction Conditions:

with phosphorus(V) oxybromide in N,N-dimethyl-formamide at 20 - 108; for 8 h;

Steps:

18.A 2,4-dibromothiazole-5-carbaldehyde
A mixture of thiazolidine-2,4-dione (4.54 g, 34.88 mmol) and phosphorus oxybromide (50 g, 174.4 mmol) was treated with DMF (3.05 mL, 39.41 mmol), stirred at room temperature for 30 minutes, heated at 80° C. for 30 minutes, heated at 108° C. until hydrogen bromide evolution ceased (approximately 7 hours), cooled to room temperature, treated with ice/water (300 mL), and extracted with dichloromethane. The extract was washed with 5% aqueous NaHCO₃ and brine, dried (MgSO₄), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 98:2 hexanes/ethyl acetate to provide the desired product.

References:

Ma, Zhenkun;Phan, Ly Tam;Clark, Richard F.;Zhang, Suoming;Djuric, Stevan US2006/166906, 2006, A1 Location in patent:Page/Page column 26