Sulfuric acid magnesium salt (1:1) → 3-Bromothieno[3,2-b]pyridine

Participants

Reaction Steps

Combine thieno[3,2-b]pyridine (3.45 g, 25.6 mmol), sodium bicarbonate (2.15 g, 25.6 mmol), K2HPO4 (6.69 g, 38.4 mmol) and MgSO4 (4.01 g, 33.3 mmol) in CHCl3 (60 mL). Stir the mixture under reflux and add Br2 (1.57 mL, 30.7 mmol) slowly. Stir the reaction mixture under reflux overnight. Add more bromine (0.7 mL) and stir the reaction under reflux for 4 h. Cool to room temperature, add water, and extract with CHCl3. Wash the organic portion with saturated Na2S2O3 solution and saturated brine. Dry over Na2SO4 and evaporate. Recrystallize the material from hexane/CH2Cl2 to obtain the title compound (3.94 g, 72%). ES/MS m/z (81Br) 215 (M+).

Provenance & Evidence