Water → 5,6-Dihydrothiazolo[3,2-d]tetrazole

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Reaction Steps

After triphenylphosphine (649 mg, 2.46 mmol) and THF (105 ml) were added to a 300 mL flask, azodicarboxylic acid bis(2-methoxyethyl) ester (300 mg, 2.46 mmol) dissolved in THF (15 mL) was added dropwise thereto at 20° C. Subsequently, 1-(2-hydroxyethyl)-5-mercapto-1H-tetrazole (300 mg, 2.05 mmol) dissolved in THF (90 mL) was added dropwise thereto at 20° C., and the reaction was allowed to proceed for 39 hours. Water (0.5 mL) was added, and concentration was carried out. Then, water (10 ml) was added to the solution, and extraction was carried out using ethyl acetate (10 ml,×2). Then, the organic layer was washed with water (10 mL) and saturated salt water (10 ml), and dehumidified with anhydrous magnesium sulfate. Subsequently, a crude product obtained by concentration was recrystallized using isopropanol (3 mL) to give 5,6-dihydrothiazolo[3,2-d]tetrazole as a white powdered substance (83 mg, yield: 32%/1-(2-hydroxyethyl)-5-mercapto-1H-tetrazole).

Provenance & Evidence