Oxalyl chloride → 4'-[(Benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonyl chloride

Participants

Reaction Steps

To 75 ml of DMF cooled to −20° C., oxalyl chloride (6.7 ml, 76 mmol) was carefully added dropwise. A white suspension was formed and the fumes generated were removed by blowing N2 through the flask. A solution of 4′-[(benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonic acid (15 g, 38 mmol) in 100 ml DMF was added slowly and the temperature was maintained <0° C. After the addition was complete, the reaction mixture was warmed to room temperature and was stirred at room temperature for 3 h. The reaction mixture was poured into 4L ice/water, and the suspension was filtered. The solid was collected and dried under vacuum to provide 7.3 g of 4′-[(benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonyl chloride, obtained as off-white solid.

Provenance & Evidence