Picolyl chloride hydrochloride → 2-(2-Pyridiniomethyl)isothiouronium dichloride

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Reaction Steps

A solution of 2-chloromethylpyridine hydrochloride (30 g) in ethanol (100 cc), at 60° C., is added dropwise and in the course of 15 minutes to a suspension of thiourea (17.6 g) in boiling ethanol (100 cc). Boiling is maintained for 90 minutes and then, after cooling, the resulting crystals are filtered off, washed twice with ethanol (100 cc in total) and dried under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature of about 20° C., in the presence of potassium hydroxide pellets. 2-(Pyrid-2-ylmethyl)isothiourea dihydrochloride (41.7 g), melting at 220° C., is thus obtained.

Provenance & Evidence