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Synthesis, spectral characterizations and antimicrobial activity of some Schiff bases of 4-chloro-2-aminophenol

Author(s): Adem Cinarli | Demet Gürbüz | Aydin Tavman | A. Seher Birteksöz

Journal: Bulletin of the Chemical Society of Ethiopia
ISSN 1011-3924

Volume: 25;
Issue: 3;
Start page: 407;
Date: 2011;
Original page

Keywords: Schiff base | 4-Chloro-2-aminophenol | Antimicrobial activity

A series of 4-chloro-2-[(arylmethylidene)amino]phenols (111) including methoxy group were synthesized using appropriate synthetic route. The structures of the Schiff bases were characterized by FT-IR, UV-Vis, ESI-MS, 1H and 13C-NMR spectroscopic techniques and analytical methods. A relation is observed between melting points and existence of intramolecular hydrogen bonding. IR spectra of the compounds including and not including hydrogen bonding were compared. The compounds 2 and 4 show the characteristic UV bands attributed to the NH-forms. According to the 1H-NMR spectral data the compound 2 has the strongest intramolecular hydrogen bonding and the compound 6 shows two isomeric structure. On the other hand, antibacterial and antifungal activities of the compounds were investigated. Most of the compounds show selective activity toward S. epidermidis and C. albicans.
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