Water → 2-Cyano-2-fluoromethoxyiminoacetamide

2-Cyano-2-hydroxyiminoacetamide (22.6 g) was dissolved in dimethyl sulfoxide (100 ml), and then potassium carbonate (55.2 g) was added thereto with stirring at room temperature, and the solution was further stirred for additional 20 minutes. Fluorobromomethane (27 g) dissolved in dimethylformamide (20 ml) was then added to the solution, and the solution was stirred for 20 hours at room temperature and then allowed to cool. The reaction solution was added to iced water (1 liter), and extracted twice with ethyl acetate (150 ml). The organic layer was washed twice with a saturated brine, and dried with addition of anhydrous magnesium sulfate, followed by distilling off the solvent. The residue was washed with ethyl ether, and dried to obtain the objective product (14.4 g).

1. stirringthe solution was further stirred for additional 20 minutes
2. additionwas then added to the solution
3. stirringthe solution was stirred for 20 hours at room temperature
4. temperatureto cool
5. extractionextracted twice with ethyl acetate (150 ml)
6. washThe organic layer was washed twice with a saturated brine
7. dry with materialdried with addition of anhydrous magnesium sulfate
8. distillationby distilling off the solvent
9. washThe residue was washed with ethyl ether
10. customdried

ORD record

ord-910892f934c54100bd06d77740ba78e9

Source dataset

uspto-grants-1991_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05066812