ABSTRACT Treatment of compound 1 with hydrazine, phenyl hydrazine or ammonia gave the corresponding hydrazones 2a,b or its imino derivative 2c. Condensation of compound 2a,b with formaldehyde, p-anisaldehyde, CS2, ethyl chloroformate or phenylisothiocyanate afforded triazolotriazoles 3a-d, 5a,b and 6a-d. Triazolotriazines 7a-d were obtained by alkylation of compound 2a,b with chloroacetonitrile or ethyl choroacetate followed by intramolecular cyclization. Also, triazolotriazepinones 8a-f were synthesized from the reaction of compound 2a,b with esters. The reaction of 2c with chloroacetonitrile or ethyl chloroacetate gave imidazotriazoles 9a,b while the treatment of 2c with ethoxymethylenemalononitrile or with some esters gave the corresponding tria-zolopyrimidine derivatives 10 or 11a-c. Triazolo-N-substituted pyrimidines 14a-c were prepared through Mannich reaction by two routes and the reaction mechanism was discussed. The biological activity of some new synthesized compounds were reported.
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