Hydrochloric Acid → HCID 69019814, compound

Participants

Reaction Steps

HCl 0.5N (30 ml) was cooled. Intermediate (14) (0.00353 mol) was added. The mixture was cooled while stirring vigorously. A solution of sodium nitrite (0.0037 mol) in water (8 ml) was added dropwise. The mixture was stirred at 5° C. for 45 min, basified with K2CO3 10% and extracted with DCM. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated till dryness. The residue (1.6 g) was purified by column chromatography over silica gel (eluent: CH2Cl2 100%; 35–70 μm). The pure fractions were collected and the solvent was evaporated. The residue was crystallized from acetonitrile. The precipitate was filtered off, washed with diethyl ether and dried, yielding 1 g (65%) of (4-chlorophenyl)[6-(3-chlorophenyl)-4H-tetrazolo[1,5-a][1,4]benzodiazepin-8-yl]-methanone (intermediate 15), mp. 220° C.

Provenance & Evidence