Potassium borohydride → HCID 23458675, compound

Participants

Reaction Steps

The procedure of Example 3 is followed, but a suspension of 4-hydroxy-4-methylthiomethyl-3-(pyrid-2-yl)-thiazolidine-2-thione (13.6 g) in methanol (160 cc) and a solution of potassium borohydride (2.7 g) in distilled water (40 cc) are used as the starting materials at a maximum of 30° C. The reaction is allowed to proceed for 150 minutes at between 20° and 30° C. The crude product (13.5 g) is dissolved in a mixture of cyclohexane (80 cc) and ethyl acetate (20 cc). The solution is chromatographed on silica (0.2-0.5 mm, 300 g) contained in a column of diameter 4 cm. Elution is carried out first with a mixture of cyclohexane (800 cc) and ethyl acetate (200 cc), this eluate being discarded, and then with a mixture of cyclohexane (1,600 cc) and ethyl acetate (450 cc), this eluate being collected and evaporated under reduced pressure (20 mm Hg) at 45° C. and then dried under reduced pressure (0.2 mm Hg) at 50° C. 2-Hydroxy-3 -methylthiopropyl pyrid-2-yldithiocarbamate (12.3 g) is obtained.

Provenance & Evidence