Synthesis and characterization of Some New Tetrazole and 1,3-Oxazepine Derivatives

Abstract

In this work new Schiff bases [3-4], tetrazole [7] and [10] and 1,3-oxazepine [5-6] and [8-9] derivatives were prepared starting from azoaldehyde derivative 5,5'-(3,3'-dimethylbiphenyl-4,4'-diyl)bis(diazene-2,1-diyl)bis(2-hydroxybenzaldehyde) [2] and the primary amines 5-Amino-1,3,4-thiadiazole-2-thiol and 2-Amino benzothiazole. Azo aldehyde derivative [2] was prepared via coupling reaction between o-Hydroxy benzaldehyde and diazonium salt which was formed via reaction of toluidine [1] with concentrated hydrochloric acid and sodium nitrite .The new Schiff bases [3] and [4] were prepared by reaction of azo aldehyde derivative [2] with each primary amines, 5-Amino-1,3,4-thiadiazole-2-thiol and 2-Amino benzothiazole,respectively , in presence of glacial acetic acid as catalyst .The new 1,3-oxazepine derivatives [5] , [6] and [8], [9] were obtained from treatment of each prepared Schiff bases derivatives [3] and [4] with each maleic anhydride and 3-nitro phthalic anhydride , respectively ,in dry benzene .Treatment of each Schiff bases [3] and [4] with sodium azide in dry dioxan resulted the formation of new tetrazole derivatives [7] and [10] ,respectively .These new synthesized derivatives might have some biological activity.All new derivatives were characterized by (C.H.N.) elementary analysis and FT-IR spectra.