Ethanol → HCID 118492331, compound

Participants

Reaction Steps

In ice-bath, to 3-bromophenylamine (3.87 g, 22.5 mmol) in 20% hydrochloric acid solution (15 mL) was added aqueous NaNO2 (1.66 g, 24 mmol) solution, stirred for 30 min, then added to a mixture solution of 3-(2-chloropyridin-3-yl)-3-carbonylpropionic acid ethyl ester (3.4 g, 15 mmol), sodium acetate (9.85 g, 120.1 mmol) in ethanol (30 mL)/water (30 mL)/chloroform (30 mL), reacted in ice-bath for 15 min, heated to room temperature and reacted for 30 min. After reaction was complete, 30 mL water was added, separated, and organic phase was retained, rotated for dryness. Acetonitrile (50 mL) was added, K2CO3 (2.5 g, 18.1 mmol) was added, heated until refluxing, reacted for 3 h. After reaction was complete, solvent was removed by distillation, crystallization was performed with ethyl ether to obtain product 3.6 g.

Provenance & Evidence