Sodium Sulfite → {4-[(4-chlorobenzyl)sulfonyl]-1H-pyrrol-2-yl}(2-chloropyridin-3-yl)methanone

Participants

Reaction Conditions

Reaction Steps

5-[(2-chloropyridin-3-yl)carbonyl]-1H-pyrrole-3-sulfonyl chloride (500 mg, 1.64 mmol), Na2SO3 (413 mg, 3.28 mmol), Na2HPO4 (233 mg, 1.64 mmol) were mixed in 4 mL of water and heated to 60° C. overnight (16 hour). The initial creamy suspension became clear and then cloudy. A solution of 4-chlorobenzyl bromide (337 mg, 1.64 mmol) in acetone (4 mL) was added to the reaction solution dropwise with stirring. The mixture was stirred at 60° C. for 4 hour and then cooled down to room temperature. Quenched with 4 mL of water and stirred for another 1 hour. Filtered and washed with water and acetone to afford the product, {4-[(4-chlorobenzyl)sulfonyl]-1H-pyrrol-2-yl}(2-chloropyridin-3-yl)methanone as white solid 646 mg (90% yield).

Provenance & Evidence