Dimethylformamide → Acetanilide

Temperature

130 °C

Generally, the procedure is as follows: under nitrogen gas, a stirred mixture of potassium thioacetate (e.g., about 3.71 g, 32.5 mmol), nitrobenzene (e.g., about 1 g, 8.1 mmol) and DMF (e.g., about 2.0 ml) is heated at about 130° C. After two hours, the reaction mixture is cooled to room temperature, brine (e.g., about 2 ml) is added and the resulting mixture is extracted with tert-butyl methyl ether (e.g., about 2×15 ml). The combined organic layer is washed with brine (e.g., about 2×4 ml) to remove residual DMF and filtered through a pad of charcoal and Celite to remove any residual sulfur. Evaporation of the solvent produced about 0.9 g of acetanilide (about 83%).

1. temperaturethe reaction mixture is cooled to room temperature
2. extractionthe resulting mixture is extracted with tert-butyl methyl ether (e.g., about 2×15 ml)
3. washThe combined organic layer is washed with brine (e.g., about 2×4 ml)
4. customto remove residual DMF
5. filtrationfiltered through a pad of charcoal and Celite
6. customto remove any residual sulfur
7. customEvaporation of the solvent

ORD record

ord-b8b2c4681133451e916e8bf811f74f0a

Source dataset

uspto-grants-2007_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07173152B2