Hydrochloric Acid → HCID 178437000, compound

Participants

Reaction Steps

A mixture of (±)-7-ethyl-6,7-dihydro-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carbonitrile (208 mg., 0.836 mmole), sodium azide (59.8 mg., 0.92 mmole), and ammonium chloride (49.1 mg., 0.92 mmole) in N,N-dimethylformamide (2 ml.) was stirred for 19 hours at an oil bath temperature of 120°. The mixture was diluted with water and acidified with dilute hydrochloric acid to precipitate 215 mg. (87% yield) of the tetrazole, m.p. 254°-258° with decomposition. Recrystallization from acetic acid provided pale yellow crystals of the analytical sample, m.p. 282°-283.5° with decomposition.

Provenance & Evidence