[OH-].[Na+].[OH:3][CH:4]1[CH2:8][S:7][C:6](=[S:9])[N:5]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1.[BH4-].[K+].Cl>CO.O>[N:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[NH:5][C:6](=[S:9])[S:7][CH2:8][CH2:4][OH:3]
A 4 N aqueous solution of sodium hydroxide (150 cc) is added, at a maximum of 20° C., to a suspension of 4-hydroxy-3-(pyrid-2-yl)-thiazolidine-2-thione (127.5 g) in methanol (900 cc), and a solution of potassium borohydride (33.0 g) in water (150 cc) is then added at a maximum of 20° C. The reaction is allowed to proceed for 1 hour at 20° C. A 4 N aqueous solution of hydrochloric acid (300 cc) is added at a maximum of 20° C. The methanol is evaporated off under reduced pressure (20 mm Hg) at 45° C. The aqueous phase is extracted 3 times with methylene chloride (2.5 liters in total). The organic solution is washed 3 times with distilled water (1.5 liters in total), dried over sodium sulphate and evaporated. The resulting product (110.0 g) is purified by recrystallisation from a mixture of acetonitrile (100 cc) and isopropyl ether (200 cc). After drying under reduced pressure (0.2 mm Hg) at 40° C., 2-hydroxyethyl pyrid-2-yldithiocarbamate (85.1 g), which melts at 88° C., is obtained.
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