Nitric Acid → 2,5-dibromo-3-nitrothiophene

Temperature

0 °C

2,5-dibromothiophene (10.0 g, 0.0413 mol) was added in portions to nitric acid (38 mL) and concentrated sulfuric acid (75 mL) cooled at 0° C. with an ice bath. On complete addition, the reaction was removed from the cold bath and was stirred for 30 minutes before the reaction mixture was poured onto ice water (400 mL) and extracted with ethyl acetate. The organic layer was separated, dried (Na2SO4), concentrated under vacuum and the residue purified by silica gel chromatography to afford the title product as solid (1.6 g, 13.7% yield).

1. additionOn complete addition
2. customthe reaction was removed from the cold bath
3. additionwas poured onto ice water (400 mL)
4. extractionextracted with ethyl acetate
5. customThe organic layer was separated
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under vacuum
8. customthe residue purified by silica gel chromatography

ORD record

ord-e6ac573c54ac4040b6d6234e05cf553d

Source dataset

uspto-grants-2014_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08680139B2