Thiourea → 2-(Quinol-3-ylmethyl)-isothiourea dihydrochloride

Participants

Reaction Conditions

Reaction Steps

A solution of 3-chloromethylquinoline hydrochloride (46.4 g) in ethanol (160 cc), at 70° C., is added dropwise, in the course of 10 minutes, to a suspension of thiourea (19.7 g) in boiling ethanol (110 cc). The reaction mixture is stirred for 1 hour 30 minutes at the boil and then cooled to 10° C. 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. 2-(Quinol-3-ylmethyl)-isothiourea dihydrochloride (59.3 g), melting at 226°-228° C., is thus obtained.

Provenance & Evidence