Dibromomethane → 2-[1,3]-Dithietan-2-ylidene-1-(3-nitro-phenyl)-2-pyridin-4-yl-ethanone

Participants

Reaction Steps

To a solution of 1-(3-nitro-phenyl)-2-pyridin-4-yl-ethanone (5 g, 20.64 mmol) in dry DMSO (80 mL) under nitrogen atmosphere solid potassium carbonate (8.56 g, 61.92 mmol, 3 eq) was added at room temperature, followed by carbon disulfide (3.73 mL, 61.92 mmol, 3 eq) and dibromomethane (4.35 mL, 61.92 mmol, 3 eq). The reaction mixture was stirred at room temperature for 1 hour and then poured into stirred iced water (600 mL). The orange precipitate was filtered, washed with water and dried at 60° C. under reduced pressure for 1 hour. The crude product was purified by silica gel chromatography (SP1, eluant: n-hexane/ethyl acetate 2:8) to obtain 5.2 g of yellow solid (76%).

Provenance & Evidence