Hydrochloric Acid → HCID 70549861, compound

Participants

Reaction Conditions

Reaction Steps

A 4 N aqueous solution of sodium hydroxide (30 cc) is added to a solution of (S)-3-[(4-ethoxycarbonylmethylthiazol-2-yl)imino]-1,5,10,10a-tetrahydrothiazolo-[3,4-b]isoquinoline (10 g) in ethanol (60 cc). The mixture is heated under reflux for two hours. After cooling to 20° C., it is acidified by adding 12 N hydrochloric acid (d=1.19; 11 cc). The white precipitate which has formed is filtered off, washed with water and dried at 20° C. under reduced pressure (0.1 mm Hg; 0.013 kPa). The resulting solid is crystallised by dissolving it in boiling ethanol (200 cc), cooling and filtering off the crystals formed; the product is then recrystallised by dissolving it in dimethylformamide (60 cc) at 100° C., adding ethanol (120 cc) and cooling to 0° C. The crystals are filtered off, washed with ethanol (20 cc) and then with diethyl ether (20 cc) and dried at 40° C. under reduced pressure (0.1 mm Hg; 0.013 kPa) to yield (S)-3-[(4-carboxymethylthiazol-2-yl)imino]-1,5,10,10a-tetrahydrothiazolo[3,4-b]isoquinoline hydrochloride (5.6 g), m.p.=206° C.

Provenance & Evidence