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AN INVESTIGATION LEADING TO THE DESIGN AND SYNTHESIS OF BENZIMIDAZOLO/ TETRAZOLO QUINAZOLINES

Yamini Pandey, Nripendra Singh, V. K. Pandey, and S. K. Pandey


Anthranilic acid on heating with a primary amide resulted in benzamidomethyl/ phthalimidomethyl-quinazolin 4 (3H) ones (II) which on treatment with phosphorus oxychloride (POCl3) and phosphorus pentachloride (PCl5) afforded 4-chloro-2-benzamidomethyl/phthalimidomethyl-quinazolines (III). Reaction of (III) with o-phenylenediamine in anhydrous pyridine furnished 2-benzamidomethyl/ phthalimido-methyl-benzimidazolo [2, 1-c] quinazolines (IV). A part of synthetic strategy was also adopted for the synthesis of 2-benzamidomethyl/ phthalimidomethyl-tetrazolo [1, 5-c] quinazolines (V) with the interaction of (III) with sodium azide (NaN3) indimethyl sulphoxide (DMSO) solvent (Scheme)