Imidazole → HCID 58328498, compound

Triphenylphosphine (12.1 g), imidazole (3.86 g), and carbon tetrabromide (4.44 g) were added to a suspension of 5-(2-hydroxyethylthio)thiazol-2-amine (2.00 g) in methylene chloride (74.6 mL) under cooling with ice, and the mixture was stirred under cooling with ice for 4 hours. Methylene chloride (200 mL) and water (100 mL) were added to the reaction mixture, and the mixture was extracted. The organic layer was washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, and filtrated, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (neutral spherical silica gel, ethyl acetate:hexane=1:10 and then 1:2) and washed with hexane to give the title compound as white powder crystals (1.06 g, yield: 39%).

1. temperatureunder cooling with ice
2. temperatureunder cooling with ice for 4 hours
3. extractionthe mixture was extracted
4. washThe organic layer was washed with saturated brine (100 mL)
5. dry with materialdried over anhydrous sodium sulfate
6. filtrationfiltrated
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe obtained residue was purified by silica gel column chromatography (neutral spherical silica gel, ethyl acetate
9. washhexane=1:10 and then 1:2) and washed with hexane

ORD record

ord-e085b1ba6f9b4fc8ae3be130bcdec8a5

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08946440B2