ISSN: 1813-0410

Author : K.Abbas, Sawsan

Synthesis of Some New Azo Schiff Bases and Tetrazole Derivatives from 2-Amino -1,3,4-thiadiazole-5-thiol

Sawsan K.Abbas; Rabab K.Hameem; Sajid M.Radhi; Khulood O.Gzar; Ibrahem L.Kadum; Rahman T. Haiwal; Zaid H.Abood

journal of kerbala university, 2008, Volume 4, Issue 2, Pages 140-155

In this paper new azo schiff bases and tetrazole derivatives of 2-Amino-1,3,4-thiadiazole-5-thiol have been prepared.2-Amino-1,3,4-thiadiazole-5-thiol [1] was prepared by the reaction of thiosemicarbazide with carbon disulfide in alcoholic sodium carbonate solution .Compound [1] was converted to the diazonium salt which was directly converted to the azo derrivative [2] via a coupling reaction with salicyldehyde.The new azo Schiff bases derivatives [3-6] were prepared by condensation of aldehyde group of the new azo aldehyde derivative [2] with some primary amines ( 3-Amino phenol, 3-Bromo aniline ,2-phenyl ethyl amine ) and with 2,4- Dinitro phenyl hydrazine respectively in absolute ethanol. The resulting imines [3-6] were converted to the corresponding tetrazole derivatives[7-10] through 1,3-dipolar cycloaddition reaction with sodium azide in tetrahydrofuran. All new synthesized derivatives were identified by their melting points,elemental analysis and FT-IR spectra. They have long been known to posses hypnotics activities and it is hoped that our compounds would do so.