N-bromobutanimide → HCID 86602191, compound

Participants

Reaction Conditions

Reaction Steps

2-Methyl-5-ethoxy-carbonyl-4-hydroxy-thiazole (45 g, 0.24 mol) was dissolved in 1 L of carbon tetrachloride. The solution was cooled down to 0° C. N-Bromo succinimide (43 g, 0.24 mol) was added portion-wise at 0° C. The reaction mixture was stirred at 0° C. for 1 hour and then warmed to room temperature. The reaction mixture was stirred at room temperature for overnight. The reaction mixture was then passed through a short pad of celite. Removal of solvent gave crude product as solid, which was washed with ethyl acetate/hexane (1/3) three times (1×40 ml; 2×20 ml) to give 30 g of the title compound (yield: 50%; LC: Retention Time=1.66 min; MS: M+1=267).

Provenance & Evidence