Pyrimidino[5`,4`-6,5]-,pyridino[3`,2`-6,5]- and pyrrolo[3`,2`-5,6]4H-pyrano-[3,2-c][1]benzopyran-6-one derivatives (5-7 and 10) could be obtained via reaction of 2-amino-4-(p-bromophenyl)-3-cyano(carboethoxy)-4H,5H-pyrano[3,2-c][1]benzopyran-5-ones (3a,b)with a variety of reagents. Alkylation of (3b) with either 2-furoyl chloride or chloroacetyl chloride gave the 2-N-substituted derivatives (9a,b). Benzofurano[3,2-b]4H-pyran derivative (12) was also prepared. The antimicrobial activity of the prepared compounds was tested.