Hydrochloric Acid → HCID 178515803, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 8-nitro-4-oxo-4H-1-benzopyran-2-carbonitrile (1.094 g, 5.06 mmol), sodium azide (1.638 g, 25.3 mmol), ammonium chloride (1.349 g, 25.3 mmol) and dry N,N-dimethylformamide (50 ml) was left under stirring at 100° C. for 1.25 h. After that the mixture was cooled at room temperature and poured onto a 1M hydrochloric acid solution (50 ml) recovering the formed precipitate by filtration. The resulting solid was suspended in concentrated hydrochloric acid (12 ml) stirring at room temperature for 2.5 h. After this time the acid mixture was diluted with water (50 ml) and extracted with ethyl acetate (4×30 ml). The organic phase was dried and the solvent was evaporated off under reduced pressure, thereby obtaining 0.896 g of the title product (69% yield).

Provenance & Evidence