The Novel route was developed for synthesis of high potential tetrazole carbamate and urea derivatives by using conventional methods. (trifluoromethyl)phenyl)quinoline-5-carboxamide (3) was converted into chloroamidine derivative by using POCl 3 and DMF (cat), then treated with sodium azide by [3+2] cycloaddition to give 8-(benzyloxy)-5-(1-(4-(trifluoromethyl) phenyl)-1H-tetrazol-5-yl)quinoline (5). The tetrazolidine compound was debenzylated, then Alkylation with Ethyl Bromo acetate and converted to acid (8) by hydrolysis with LiOH. The acid was converted to acid azide by using DPPA, and then Treated with Alcohols and Amine to give substituted Carbamates and urea derivatives by using Curtius rearrangement.
Keywords: Tetrazolidine; Diphenyl phosphoryl azide; [3+2]Cycloaddition reaction; Curties re-arrangement; Combi-flash chromatography
Objective of this ResearchPresent work is corresponding to develop novel synthetic route for preparation of the quinoline attached tetrazolidine urea and N-carbamate derivatives and characterized by IR and 1 H NMR.
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