Abstract

SYNTHESIS AND CHARACTERIZATION OF OXAZEPEN AND IMIDAZOLIN DERIVATIVES FROM 2-AMINO-5-MERCAPTO-1,3,4- THIADIAZOL AND STUDY ITS OF BIOLOGICAL ACTIVITY

Athraa .S. AL-rammahi, Abbas .H. AL-Khafagy and Faez .A. AL-rammahi*

Abstract

The present study was designed to synthesize -2-amino-5-mercabto-1,3,4,-thiadiazol derivatives and their conversion to schiff bases. Thesynthesis of these compounds was achieved in two steps: First, by thethermal cyclization of semicarbazid with carbon disulfide in thepresence of anhydrous sodium carbonate and absolute ethanol to yield2- amino – 5 – mercapto -1,3,4-thiadiazole. Second, Schiff basesformation by reflux of aldehyde or keton with 2-amin-5-mecapto-1,3,4- thiadiazole in the presence of ethanol. The chemical structuresof all the prepared compounds were confirmed by spectral data of FTIR and H-NMR. The synthesized compounds were evaluated for theirantimicrobial activity against two Gram-positive bacteria (S.aureus andEnterococcus) and two Gram - negative bacteria (E.coli andK.pneumonia) and two fungi (T.harzianum and R.solani). The compound 2-amino-5-mercapto1,3,4-thiadiazol and their derivatives exhibited moderate to high antibacterial andantifungi Activity. Highest activity of the compound A5 compound to others corresponds tothe presence two phenolic hydroxyl groups in compound A5.

Keywords: 1,3,4- thiadiazole, imidazolidine, Schiff base, oxazepine Biological activity.