Cyanoacetamide → HCID 13702657, compound

Participants

Reaction Steps

A solution of trifluoroacetohydroximoyl bromide etherate (17.6 g, 91.6 mmol) in 20 mL of EtOH was added to a solution of 2-cyano-acetamide (7.7 g, 91.6 mmol) and sodium ethoxide (6.2 g, 91.6 mmol) in ethanol (300 mL). After stirring at room temperature for 3 h, the solvent was removed. The residue was diluted with EtOAc and washed with water, brine, and dried over MgSO4. The organic phase was filtered and concentrated to give a brown oil. The product was purified by a flash chromatography on SiO2 eluting with hexanes:EtOAc (3:1) to give 7 as a light yellow solid (11 g, 40%); MS (ESI): 196 (M+H)+. Ref: J. Heterocyclic Chem. 1535 (1986).

Provenance & Evidence