Methyl iodide → 5-Bromo-2-(methylthio)benzo[d]oxazole

5-Bromo-3H-benzooxazole-2-thione (530 mg, 2.30 mmol) was dissolved in DMF (5.75 mL). Potassium carbonate (318 mg, 2.30 mmol) and iodomethane (172 μL, 2.76 mmol) were added and the reaction mixture was allowed to stir at RT for 3.5 h. The mixture was diluted with water (10 mL) and extracted with ethyl acetate (4×10 mL): The combined organic extracts were washed with water (3×10 mL), brine (10 mL) and dried (Na2SO4), filtered and concentrated to afford 538 mg (96%) of the title compound as a dark brown solid:

1. extractionextracted with ethyl acetate (4×10 mL)
2. washThe combined organic extracts were washed with water (3×10 mL), brine (10 mL)
3. dry with materialdried (Na2SO4)
4. filtrationfiltered
5. concentrationconcentrated

ORD-Eintrag

ord-28751d5e0a9f4309aef9f08fac12a04d

Quelldatensatz

uspto-grants-2005_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06881734B2