SYNTHESIS OF NEW HETEROCYCLIC COMPOUNDS DERIVED FROM BIS (5-AMINO-1,3,4-THIADIAZOLE- 2-YL) DISULFIDE

Redha I. H. AL-Bayati, *Sajida Munadi Th. AL-Suraify, Raad M. Al-Saedi

ABSTRACT

In present study, 14 compounds derived from 2-amino-5-mercapto-1,3,4-thiadiazol were synthesized, The first route included oxidation above compound by hydrogen peroxide to disulfide ( or dithio ) compound (1). The reaction of compound (1) with sodium nitrite in concentration hydrochloric acid organized diazonium salt (2) which interrelate with o-hydroxy aceto phenone and salicylic aldehyde to produce azo derivatives (3,4), respectively . Adsorbing of carbonyl groups of azo derivatives (3,4) with p-methyl aniline donating schiff bases (5,10). Then, when the last cyclized with mercapto acetic acid generate thiazolidine-4-one derivatives (9,12). While adsorbing of compounds (3,4) with o-bromo benzaldehyde and DHA by claisen-schirnidt condensation formed chalchons (6,11) respectively. Cyclization of chalcones with malononitrile in attendance of piperidine gave compounds (8,14) . eventually, oxazine derivatives (7,13) were produced by reaction of chalcons with urea. Al synthesized compounds were describing by employ some spectroscopic assay such as UV, FTIR, 1HNMR and 13C-NMR.

Keywords: disulfide compounds, chalcone derivatives, schiff bases, azo compounds.