Cl[CH2:2][CH:3]=[O:4].[CH3:5][C:6]1[N:11]=[C:10]([NH:12][C:13](=[S:15])[S-:14])[CH:9]=[CH:8][CH:7]=1.C([NH+](CC)CC)C.C(O)C>O.C(Cl)(Cl)Cl.C(OCC)C>[OH:4][CH:3]1[CH2:2][S:15][C:13](=[S:14])[N:12]1[C:10]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:5])[N:11]=1A 50% (by weight) aqueous solution of chloroacetaldehyde (28.4 g) is added, at a maximum temperature of 30° C., to a solution of triethylammonium (6-methylpyrid-2-yl)-dithiocarbamate (51.5 g) in distilled water (225 cc). The reaction is continued for 2 hours at 20°-30° C. The resulting crystals are separated by filtration, washed five times with distilled water (total 125 cc) and dried in air at 20° C. The product obtained (37.0 g; m.p. 127° C.) is dissolved in a mixture of chloroform (600 cc) and diethyl ether (300 cc); the organic solution is washed three times with distilled water (total 450 cc), dried over sodium sulphate, treated with decolorising charcoal (1 g) and evaporated. The crystals obtained (34.0 g; m.p. 128° C.) are dissolved in boiling ethanol (240 cc). After 2 hours cooling at 2° C., the resulting crystals are separated by filtration, washed twice with ice-cold ethanol (total 30 cc) and dried under reduced pressure (0.1 mm.Hg) at 50° C. 4-Hydroxy-3-(6-methylpyrid-2-yl)-thiazolidine-2-thione (28.8 g), melting at 128° C., is thus obtained.
読み込み中…
