Synthesis of novel derivatives of 2-amino-4H-chromene is reported via three-component reaction of 2,4-dihydroxybenzophenone, malononitrile, and aromatic aldehydes in the presence of catalytic amount of triethylamine in ethanol as a green solvent with high to excellent yields. The structure of the synthesized products was characterized by FTIR, 1H, 13C NMR spectroscopy, CHN analyses, and mass spectrometry. Simplicity of the procedure, green reaction conditions, short reaction time, and easy separation of the products make this an interesting alternative to other reported approaches. Also, their antibacterial and antioxidant activities were evaluated against Staphylococcus aureus as Gram-positive bacteria and Escherichia coli as Gram-negative bacteria through the minimum inhibitory concentration method, as well as the radical scavenger 2,2-diphenyl-1-picrylhydrazyl. Among these compounds, 4b including halogen substituent and 2-amino-4H-pyran moiety showed the highest antioxidant and antibacterial activities.
