4-Bromobenzaldehyde → HCID 86756425, compound

Participants

Reaction Steps

A solution of 1-(3-methylimidazo[2,1-b]thiazol-5-yl)ethanone (Formula B-1) (1.8 g) in THF (25 mL) was treated with 4-bromobenzaldehyde (3.05 mL) and sodium methoxide (0.27 g) at 25°. Within 5 minutes a heavy precipitate formed and additional THF (65 mL) was added to maintain fluididy. After 20 minutes the reaction was concentrated in vacuo and the concentrate was diluted with water and precipitated 2-(4-Bromophenyl)-E-ethenylimidazo[2,1-b]thiazole-5-yl methanone (Formula B-9) (2.9 g) was filtered. The precipitate was recrystallized from ethanol to yield pure 2-(4-Bromophenyl)-E-ethenylimidazo[2,1-b]thiazol-5-yl methanone (Formula B-9) (2.8 g, 81%), m.p. 213-215°.

Provenance & Evidence