ABSTRACT
The synthesis of new naphtho[1',2':5,6]pyrano[2,3-d]pyrimidines and related heterocycles has been reported. The key intermediate 3-amino-8-bromo-1-(p-methoxyphenyl)-1H-naphtho[2,1-b] pyran-2-carbonitrile (3c) was obtained in one pot synthesis by treating alpha-cyanocinnamonitrile (1c) with 6-bromo-2-naphthol (2). Antimicrobial activity was shown for some of the synthesized compounds.
Subject(s)
Anti-Infective Agents/chemical synthesis , Naphthalenes/pharmacology , Pyrans/pharmacology , Pyrimidines/pharmacology , Triazoles/pharmacology , Anti-Bacterial Agents , Anti-Infective Agents/pharmacology , Bacteria/drug effects , Fungi/drug effects , Heterocyclic Compounds, 4 or More Rings/chemical synthesis , Heterocyclic Compounds, 4 or More Rings/pharmacology , Microbial Sensitivity Tests , Naphthalenes/chemical synthesis , Pyrans/chemical synthesis , Pyrimidines/chemical synthesis , Structure-Activity Relationship , Triazoles/chemical synthesisABSTRACT
The synthesis of new [1]benzopyrano[3',4':5,6]pyrano[2,3-d]pyrimidines and related heterocycles has been reported. The key intermediate 2-amino-3-cyano-4-methyl-4H,5H-pyrano[3,2-c][1]benzopyran-5-one (3) was obtained in one pot synthesis from the reaction of 4-hydroxycoumarin and acetaldehyde-malononitrile (2). The antimicrobial screening was performed for some of the synthesized compounds.
