Acetic Anhydride → 2-Acetamido-5-bromo-1,3-thiazole

Temperature

100 °C

5-Bromothiazol-2-amine (6.0 g, 23 mmol) and acetic anhydride (50 g, 490 mmol) were charged into a 250 mL round bottom flask. The suspension in the flask was heated to 100° C. After stirring for 3 hours, the reaction mixture was cooled and filtered to yield the crude product. The crude product was charged into a round bottom flask, 50 mL MeOH was added, and the mixture was heated to reflux. The mixture was cooled, and the product N-(5-bromothiazol-2-yl)acetamide (4.5 g, 93%) was obtained by filtration. The collected product was then washed with hexane. The product was used directly in the next step without further purification. LCMS (API-ES) m/z (%): 221.0 (100%, M++H).

1. temperaturethe reaction mixture was cooled
2. filtrationfiltered
3. customto yield the crude product
4. temperaturethe mixture was heated to reflux
5. temperatureThe mixture was cooled

ORD record

ord-e74fd199720843ba810227421609f3d6

Source dataset

uspto-grants-2011_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08084479B2