4-Toluenesulfonyl chloride → HCID 68139828, compound

Participants

Reaction Steps

8-(Pyrrol-1-yl)isoquinoline (293 g.) and potassium cyanide (295 g.) are dissolved in a mixture of methylene chloride (880 cc.) and water (880 cc.) and the solution stirred at a temperature of between 0° and 5° C. After adding a solution of toluene-p-sulphonyl chloride (575 g.) in methylene chloride (880 cc.) over the course of 45 hours, decanting and then washing the organic solution with water, a solid brown residue is obtained. After recrystallisation from acetonitrile (750 cc.), this crude product yields 1-cyano-8-(pyrrol-1-yl)-2-toluene-p-sulphonyl-1,2-dihydroisoquinoline (407 g.) melting at 160° C.

Provenance & Evidence