Sodium Carbonate → 2,4-Dichloro-N-[[4-(3-thienyl)phenyl]sulfonyl]benzamide

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(2,4-dichlorobenzoyl)-4-iodo-phenylsulfonamide (0.10 mmol) in toluene/ethanol 20/1 (3 mL) is added 3-thiopheneboronic acid (0.18 mmol, 0.18 mL, 1.0M solution in DMF) and tetrakis-(triphenylphosphine) palladium (0) (10 mol %). Then 2M aqueous Na2CO3 is added (0.3 mL) and the stirred mixture is heated to 100° C. overnight (17 hr)(Buchi Syncore system). The reaction mixture is concentrated (Genevac apparatus), then water is added (2.5 mL) and ethyl acetate (5 mL). The phases are separated and the aqueous layer is extracted with ethyl acetate (3×5 mL). This process is automatically carried out using a Tecan system. The solvents are evaporated and the corresponding crude product is purified by HPLC to give the title compound.

Provenance & Evidence