Hydrochloric Acid → N-[[(4-chlorophenyl)amino]carbonyl]-5-methoxy-2-thiophenesulfonamide

Participants

Reaction Steps

To a solution of 5-methoxy-2-thiophenesulfonamide (7.6 g, 39.4 mmole) in 23 ml of acetone was added aqueous sodium hydroxide (46 ml of 1N, 46 mmole) followed by a solution of 4-chlorophenyl isocyanate (7.91 g, 51.3 mmole) dissolved in 23 ml of acetone. This mixture was stirred at room temperature for 18 hrs. and filtered. The filtrate was acidified with hydrochloric acid (47.5 ml of 1N, 47.5 mmole) and stirred vigorously for 30 min. The resultant precipitate was filtered and washed with water The material was slurried with a minimal amount of ethanol and filtered to produce 8.4 g of a colorless solid.

Provenance & Evidence