Trifluoroacetic acid → HCID 131717951, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4 g (28.96 mmol) of 5-aminonicotinic acid, 35 ml Ac2O, and 2 ml CF3CO2H in a stainless steel bomb was heated 22 hr at 125° C. (oil bath temperature). The reaction mixture was evaporated to dryness at 55° C./20 mm pressure and 55° C./1 mm pressure. The gummy residues were mixed with methanol and again evaporated to dryness. The residues were mixed with 50 ml concentrated NH4OH, allowed to stand about 2 hr at room temperature, and evaporated to dryness at 60° C. under reduced pressure. The residues were mixed with 25 ml ethanol and again evaporated to dryness. The residue afforded a light beige crystalline material upon trituration with warm ethanol. The solid product was collected and dried to afford 4.55 g (80% yield) of 5-acetamidonicotinic acid, ammonium salt.

Provenance & Evidence