Hydrochloric Acid → HCID 21332176, compound

Participants

Reaction Steps

A stirred suspension of 0.1 mole of the nitrile in a mixture of 200 ml. of concentrated hydrochloric acid and 200 ml. of glacial acetic acid containing 72.0 g. of stannous chloride was heated to a temperature of 90° C. At this temperature heating was stopped and the reaction mixture was allowed to cool to room temperature. The product which separated was dissolved in 5% hydrochloric acid solution and filtered to remove any insoluble material. The filtrate was made basic with concentrated ammonium hydroxide solution and the precipitated solid was taken up in methylene chloride. After drying over potassium carbonate, the methylene chloride was removed in vacuo to give a solid residue. Recrystallization of this residue from nitromethane gave 6-amino-3-chlorobenzo-[b]thiophene-2-carbonitrile, m.p. 158°-160° C.

Provenance & Evidence