3-Pyridyl isothiocyanate → (RS)-3-(2-Hydroxyethyl)-N-(pyrid-3-yl)-1,2,3,4-tetrahydroisoquinoline-2-carbothioamide

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Reaction Steps

3-Isothiocyanatopyridine (2.6 g) is added to a solution of (RS)-3-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinoline (3.3 g) in ethanol (40 cc). A white precipitate forms after 5 hours; stirring is continued for 12 hours at a temperature of about 20° C. The crystals which have appeared are filtered off and washed with diethyl ether (2×5 cc). (RS)-3-(2-Hydroxyethyl)-N-(pyrid-3-yl)-1,2,3,4-tetrahydroisoquinoline-2-carbothioamide (4.7 g), melting at 174° C., is thus obtained.

Provenance & Evidence