HETEROCYCLIC-SYSTEMS CONTAINING BRIDGEHEAD NITROGEN ATOM - SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SPIRO[ADAMANTANE-2,3'(4'H)[2H]-THIAZOLO[3,2-B]-S-TETRAZINES] - A NOVEL HETEROCYCLIC SYSTEM

Treatment of 1', 2', 4', 5'-tetrahydrospiro[adamantane-2, 3'-s-tetrazine]-6-thione (I) with chloroacetic acid and p-chlorophenacyl bromide in anhyd. ethanol gives spiro[adamantane-2, 3'(4'H)-[2H]-thiazolo[3, 2-b]-s-tetrazin]-6'(7'))-one .(II) and 6-p-chlorophenylspiro [adamantane-2, 3'(4'H)-[2H]-thiazolo[3, 2-b]-s-tetrazine]hydrobromide (III), respectively. The structures of these compounds are based on elemental analysis and spectral data (IR, H-1 NMR and mass). Their antibacterial and antifungal activities have been evaluated.