Pyrimidino[5', [4] [5] [6] 5 ]-,pyridino[3',2'-6,5]-and pyrrolo[3',2'-5,6]4H-pyrano -[3,2c][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.