Tetrahydrofuran → HCID 178504852, compound

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)+.

1. filtrationthe reaction mixture was filtered
2. washthe filtercake was washed with THF
3. customThe filtrate was partitioned between water and ethyl acetate
4. customthe bilayer was separated
5. extractionthe aqueous portion was extracted twice with ethyl acetate
6. dry with materialThe combined organic extracts were dried over MgSO4
7. filtrationfiltered
8. concentrationthe filtrate concentrated under reduced pressure
9. customThe resulting residue was purified by flash chromatography (SiO2, ethyl acetate/methanol, 0-10%)
10. customto afford 0.496 g of (I-5a) as a white solid

ORD record

ord-de9c945bba6446f69dc10414e6b1e3db

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07977367B2