Spectroscopic and solvatochromism studies along with antioxidant and antibacterial activities investigation of 2-((2-mercaptophenylimino)methyl)-4-(phenyldiazenyl)phenol

The condensation reaction of 2-hydroxy-5-(aryldiazenyl)benzaldehyde (1a-d) with 2-aminothiophenole affored Schiff base compounds 2((2-mercaptophenylimino)methyl-4-(-aryldiazenyl)phenol (2a-d). The structures of compounds (2a-d) were characterized by elemental analysis, mass, infrared, UV-vis and NMR spectroscopy. The 2a-d shows enol-keto tautomeric and positive solvatochromism. The antibacterial activities of 2a-d were also evaluated by disc diffusion method. Compound 2b displayed activity against Staphylococcus aureus and Bacillus cereus, 2a and 2c were active against B. cereus but 2d did not exhibit activity against the tested organisms. Among the tested compounds, 2b showed the best antioxidant properties as evaluated by free radical scavenging activity on 1,1-diphenyl-2-picryl-hydrazyl and ferric reducing power determination. (C) 2013 Published by Elsevier B.V.