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

Cinarli A. , Gurbuz D. , Tavman A. , Birteksoz A. S.

Bulletin of the Chemical Society of Ethiopia, vol.25, no.3, pp.407-417, 2011 (Journal Indexed in SCI Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 25 Issue: 3
  • Publication Date: 2011
  • Title of Journal : Bulletin of the Chemical Society of Ethiopia
  • Page Numbers: pp.407-417


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. © 2011 Chemical Society of Ethiopia.