Water → 5-Aminothiazolo[4,5-d]pyrimidine-2(3H)-thione

Participants

Reaction Conditions

Reaction Steps

A solution of 2,4-diamino-5-bromo-pyrimidine (0.95 g, 5 mmol, 1.0 eq) and potassium ethyl xanthogenate (1.6 g, 10 mmol. 2.0 eq) in DMF (30 ml) heated up to reflux for 10 hours under N2. The reaction solution was cooled down to room temperature (about 25° C.) and water (30 ml) was added to the solution. The pH of the solution was adjusted to about 5 with 3.6 N H2SO4. The resulting mixture was heated up to 50-60° C. for 1 hour, cooled to room temperature stirred for 2 hours, filtered, washed with water (20 ml) and ethanol (20 ml) and dried to give 0.8 g (87%) of 5-amino-3H-thiazolo[4,5-d]pyrimidin-2-thione as a yellow solid. 1H NMR, HPLC and LCMS analyses of this product are identical to the product described in Step 2 of Example 1.

Provenance & Evidence