Ammonium formate → HCID 25164597, compound

Participants

Reaction Steps

To a solution of N-[4-(N-hydroxycarbamimidoyl)-phenyl]-malonamic acid ethyl ester (16.9 g, 63.41 mmol) and ammonium formiate (20.0 g, 317.1 mmol) in glacial acetic acid (400 ml) Pd/C, 10% (675 mg) was added. The suspension was stirred for 5 h under reflux. The reaction mixture was filtered through celite and evaporated. The crude product was dissolved in ethanol (400 ml) and treated with an aqueous solution of sodium hydroxide (2 M, 300 ml). The reaction mixture was stirred for 4 h at RT and then hydrochloric acid (2 N) was added (pH=8). The suspension was filtered and the solid was dissolved in ACN/water and acidified with trifluoroacetic acid (pH=1). Lyophilization left the product (9.88 g, 46%) as a white solid.

Provenance & Evidence