Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives

摘要

A series of acylhydrazones(2a-f)were synthesized by the condensation of iminoester hydrochlorides(1a-f)with acyl hydrazines.2,5-Diafkyl 1,3,4-oxadiazoles(3a,c,e)were obtained in the same reaction media.The treatment of acylhydrazones with hydrazine hydrate afforded 4-amino-3,5-dialkyl-1,2,4-triazoles(4a-c).The acetylation of 4-amino-3,5-dialkyl-1,2,4-triazoles produced N-[3,5-dialkyl-4H-1,2,4-triazol-4-yl] acetamides(5-7).The treatment of compounds 4a and 4c with various aromatic aldehydes resulted in the formation of 4-arylidenamino-3,5-dialkyl-1,2,4-triazoles(8a,d,e,and 10a-e).Sodium borohydride reduction of 4-arylidenamino derivatives afforded 4-alkylamino-3,5-dialkyl-1,2,4-triazoles(9a,d,e,and 11a-e).Compounds 4b,4c,7,8d,and 11e showed good antifungal activity only against yeast-like fungi,while compounds 3e,6,8e,and 9e showed antimicrobial activity against bacteria and yeast-like fungi.