Tetrahydrofuran → HCID 178504852, compound

Reaction equation

CS[C:3]1[NH:7][CH:6]=[N:5][N:4]=1.[S:8]([O-:13])(O[O-])(=O)=[O:9].[K+].[K+].[CH2:16]1COCC1>O>[CH3:16][S:8]([C:3]1[N:7]=[CH:6][NH:5][N:4]=1)(=[O:13])=[O:9]

Participants

Procedure

To a stirred solution of 3-methylthio-4H-1,2,4-triazole (1.00 g; Oakwood Products, Inc., West Columbia, S.C.) in THF (20 mL) and water (20 mL) was added potassium peroxomonosulfate (Oxone®, DuPont Specialty Chemicals, Deepwater, N.J., USA) (10.7 g). After stirring at room temperature for a day, the reaction mixture was filtered and the filtercake was washed with THF. The filtrate was partitioned between water and ethyl acetate, the bilayer was separated and the aqueous portion was extracted twice with ethyl acetate. The combined organic extracts were dried over MgSO4, filtered, and the filtrate concentrated under reduced pressure. The resulting residue was purified by flash chromatography (SiO2, ethyl acetate/methanol, 0-10%) to afford 0.496 g of (I-5a) as a white solid. m/z 148.1 (M+H)+.