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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. The
synthesis of these compounds was achieved in two steps: First, by the
thermal cyclization of semicarbazid with carbon disulfide in the
presence of anhydrous sodium carbonate and absolute ethanol to yield
2- amino – 5 – mercapto -1,3,4-thiadiazole. Second, Schiff bases
formation by reflux of aldehyde or keton with 2-amin-5-mecapto-
1,3,4- thiadiazole in the presence of ethanol. The chemical structures
of all the prepared compounds were confirmed by spectral data of FT
IR and H-NMR. The synthesized compounds were evaluated for their
antimicrobial activity against two Gram-positive bacteria (S.aureus and
Enterococcus) and two Gram - negative bacteria (E.coli and
K.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 and
antifungi Activity. Highest activity of the compound A5 compound to others corresponds to
the presence two phenolic hydroxyl groups in compound A5.

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


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