Nitric Acid → HCID 21082069, compound

Participants

Reaction Conditions

Reaction Steps

Sodium nitrite (0.0094 mol) was added at 5° C. to a mixture of nitric acid (12 ml) and water (12 ml). A solution of 5-(3-chlorophenyl)-α-(4-iodophenyl)-α-(5-mercapto-4-methyl-4H-1,2,4-triazol-3-yl)-tetrazolo[1,5-a]quinazoline-7-methanol (0.0094 mol), obtained in Example B27a, in THF (10 ml) was added. The mixture was stirred at 5° C. for 15 minutes and poured out into ice water. EtOAc was added. The mixture was basified with potassium carbonate 10%. The precipitate was filtered, washed with EtOAc and dried under a vacuum, yielding 3.5 g of fraction F1 (63%) of 5-(3-chlorophenyl)-α-(4-iodophenyl)-α-(4-methyl-4H-1,2,4-triazol-3-yl)-tetrazolo[1,5-a]quinazoline-7-methanol. The filtrate was extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered, and the solvent was evaporated. The residue was crystallized from 2-propanone. The precipitate was filtered off and dried, yielding 1.5 g F2 (27%). This fraction was taken up in water. The mixture was stirred. The precipitate was filtered off and dried, yielding 1.2 g (21%) of 5-(3-chlorophenyl)-α-(4-iodophenyl)-α-(4-methyl-4H-1,2,4triazol-3-yl)-tetrazolo[1,5-a]quinazoline-7-methanol, mp. 228° C.

Provenance & Evidence