Hydrochloric Acid → 3-(2',4'-Dichlorobiphenyl-4-ylsulfonamido)benzoic acid

Participants

Reaction Steps

Ethyl 3-(2′,4′-dichlorobiphenyl-4-ylsulfonamido)benzoate (ABD612) (0.4 g) was dissolved in a mixture of THF (5 ml) and methanol (5 ml). 1M NaOH (10 ml) was added and the mixture stirred for 3 hrs at room temperature followed by 1 h at 50° C., by which stage clear solution had formed. Conc. HCl was added and the precipitate collected as a white solid. The solid was dissolved in ethyl acetate and dried with Na2SO4. Evaporation gave the title compound as a white solid, recrystallised from ethyl acetate/petrol. 13C NMR (DMSO-d6): δ 122.4, 124.1, 125.0, 126.3, 126.5, 127.7, 129.6, 130.4, 131.9, 132.2, 132.5, 133.8, 137.1, 137.9, 138.9, 142.0 and 166.8.

Provenance & Evidence