Potassium Carbonate → HCID 10118776, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-(3-chlorophenyl)-7-[(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-2-hydrazino-3,5-dihydro-4,1-benzothiazepine (described in Example B16b) (0.0045 mol) in HCl (34 ml) was cooled on an ice bath. A solution of sodium nitrite (0.005 mol) in water (7 ml) was added. The mixture was stirred at 5° C. for 30 min and at room temperature for 30 min, then poured out on ice, 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 (2.7 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 97/3/0.1; 20–45 μm). The pure fractions were collected and the solvent was evaporated. The residue was crystallized from 2-propanone/CH3CN/DIPE. The precipitate was filtered off and dried, yielding 0.44 g (18.9%) of 6-(3-chlorophenyl)-8-[(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4H,6H-tetrazolo[1,5-a][4,1]benzothiazepine, mp. 162° C.

Provenance & Evidence