Potassium Carbonate → 2-Cyano-2-fluoromethoxyiminoacetamide

2-Cyano-2-hydroxyiminoacetamide (22.6 g) was dissolved in dimethyl sulfoxide (100 ml). Potassium carbonate (55.2 g) was added under stirring at room temperature, followed by stirring for further 20 minutes. Thereafter, a solution of fluorobromomethane (27 g) in dimethylformamide (20 ml) was added. The resulting mixture was stirred for 20 hours at room temperature and then allowed to cool down. The reaction mixture was added to ice water (1 l), followed by extraction twice with 150 ml of ethyl acetate. The organic layer was washed twice with saturated saline. Anhydrous magnesium sulfate was added to the thus-washed organic layer to dry the same. The solvent was thereafter distilled off. The residue was washed with ethyl ether and dried to obtain the target product (14.4 g).

1. stirringby stirring for further 20 minutes
2. stirringThe resulting mixture was stirred for 20 hours at room temperature
3. temperatureto cool down
4. extractionfollowed by extraction twice with 150 ml of ethyl acetate
5. washThe organic layer was washed twice with saturated saline
6. additionAnhydrous magnesium sulfate was added to the thus-washed organic layer
7. customto dry the same
8. distillationThe solvent was thereafter distilled off
9. washThe residue was washed with ethyl ether
10. customdried

ORD record

ord-41e68aa630654a2e8e4afee83393c3ca

Source dataset

uspto-grants-1992_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05128465