Hydrochloric Acid → HCID 23046974, compound

Participants

Reaction Steps

6.9 g (50 mmol) of a 50% solution of sodium nitrite are added dropwise at 0°-5° C. to a suspension of 11.3 g (50 mmol) of 3-amino-2-phenylbenzo[b]thiophene in 40 g of ice water and 20 ml (150 mmol) of 32% hydrochloric acid. After the mixture has been stirred at the same temperature for 15 minutes, it is filtered over silica. This filtrate, together with 13 g (50 mmol) of a 40% solution of sodium hydrogensulfite, is added dropwise at 10°-15° C. to a solution of 1.2 g (5 mmol) of copper sulfate in 13 g (50 mmol) of a 40% solution of sodium hydrogensulfite and in 50 ml of 32% hydrochloric acid. The reaction mixture is stirred for a further 1.5 hours at 20°-25° C. and then extracted with 3×50 ml of methylene chloride. The combined organic extracts contain the desired 2-phenylbenzo[b]thiophen-3-ylsulfonyl chloride and can be used in the following reaction step without further purification.

Provenance & Evidence