3-(Chloromethyl)pyridine hydrochloride → HCID 20505177, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-chloromethylpyridine hydrochloride (100 g) in ethanol (310 cc), at 60° C. is added dropwise and in the course of 15 minutes to a suspension of thiourea (55 g) in boiling ethanol (310 cc). The reaction mixture is stirred for 1 hour 45 minutes at the boil and then cooled to 30° C. After decantation, the supernatant solution is discarded. Ethanol (400 cc) is added to the remaining gummy solid and the mixture is stirred for 63 hours at a temperature of about 20° C. The resulting crystals are filtered off, washed twice with ethanol (60 cc in total) and dried under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature of about 20° C. 2-(Pyrid-3-yl-methyl)isothiourea monohydrochloride (100 g), melting at 220° C. is thus obtained.

Provenance & Evidence