Ammonia → HCID 19042735, compound

Participants

Reaction Conditions

Reaction Steps

At 25° C., 3.6 g of silver nitrate (0.018 mol) and 26.4 g (0.3 mol) of propionic acid and, at 70° C. in the course of 40 minutes, a solution of 27.4 g (0.12 mol) of ammonium peroxodisulfate in 60 ml of water were added dropwise to a solution of 11.7 g (0.006 mol) of 4-methyl-5H-indeno[3,2-b]pyridin-5-one in 130 ml of 2N sulfuric acid. The mixture was stirred at 80° C. for a further 90 minutes, then cooled and rendered alkaline at about 10° C. with a 28% strength aqueous ammonia solution and extracted three times with methylene chloride, and the combined organic extracts were washed with 50 ml of water and concentrated. The residue was crystallized at 0° C. using 5 ml of diethyl ether. 5.6 g (41.8% of theory) of 2-ethyl-4-methyl-5H-indeno[3,2-b]pyridin-5-one were obtained as slightly yellow crystals of m.p. 68°-70° C.

Provenance & Evidence