Formic Acid → HCID 15485565, compound

Participants

Reaction Conditions

Reaction Steps

Acetic anhydride (9.2 g, 90 mmol) was cooled under a nitrogen atmosphere to 0° C. and treated dropwise with formic acid (4.9 g, 108 mmol). This mixture was stirred at 0° C. for 30 min then warmed to 60° C. for 2 h. The reaction mixture was cooled to room temperature and treated with a mixture of the above aniline dihydrochloride (10.1 g, 36 mmol) and triethylamine (18.3 g, 181 mmol) in 150 mL dry DMF. The reaction was stirred at ambient temperature for 2 h then concentrated under vacuum to a solid which was mixed with saturated NaHCO3 and brine. This was concentrated to a solid and rinsed with THF. The rinses were concentrated to 5.6 g of an oil (24 mmol, 66%).

Provenance & Evidence