Dimethylformamide → HCID 178419997, compound

Participants

Reaction Steps

A mixture of 8.0 g of 4-[4-(2-quinolylmethyloxy)phenoxy]butyronitrile, 4.9 g of sodium azide and 4.0 g of ammonium chloride was heated with 25 ml of dry dimethylformamide at 140° C. for 20 hours. The reaction mixture was poured into ice, basified in 1N sodium hydroxide and extracted 2 times with warm ethyl acetate. The aqueous fraction was acidified with acetic acid. The product was filtered and washed with water to give 6.6 g of crude product. Crystallization from ethyl acetate gave 4.2 g of the light tan product, m.p. 158°-160° C.

Provenance & Evidence