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
ABSTRACT
A series of 4-chloro-2-[(arylmethylidene)amino]phenols (1–11) 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.
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
ABSTRACT
A series of 4-chloro-2-[(arylmethylidene)amino]phenols (1–11) 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.