含噁二唑肟醚取代的均三唑水杨醛席夫碱的合成及抗菌活性

Synthesis and Antibacterial Activity of s-Triazole Salicylidene-amino Schiff-bases Containing Oxadiazole-Substituted Oxime-ether

4-氨基-5-(4-甲氧苯基)-3-巯基-均三唑(2)在无水乙酸钠作用下与β-氯苯丙酮(3)缩合得氨基三唑硫代苯丙酮(4).化合物4与盐酸羟胺肟化得羰基肟化物5,接着与水杨醛缩合得到席夫碱肟6,用氯甲基噁二唑7a～7e对化合物6的肟羟基醚化得到目标物均三唑噁二唑肟醚1a～1e.所合成的新化合物结构由元素分析和光谱数据表征,体外抗菌活性也被试验.

4-Amino-3-mercapto-5-（4-methoxy-phenyl）-s-triazole （2） was condensed with β-chloro-1- phenylpropanone （3） in the presence of sodium acetate to obtain 3-[4-amino-5-（4-methoxy-phenyl）-s-triazol- 3-yl sulfanyl]-l-phenylpropanone （4）. The oximation of compound 4 with hydroxylamine hydrochloride in the presence of triethylaime yielded oxime 5 while its condensation with salicylaldehyde produced 3-[4-salicylidene-amino-5-（4-methoxy-phenyl）-s-triazol-3-ylsulfanyl]-1-phenyl-1-propanone oxime （6）. Reaction of 6 with each of 2-chloromethyl-5-substituted phenyl-[1,3,4]-oxadiazoles （7a-7e） afforded the title compounds of 3-[4-amino-5-（4-methoxy-phenyl）-s-triazol-3-ylsulfanyl]-1-phenyl-1-propanone O-（5-substituted phenyl-[1,3,4]-oxadiazol-2-ylmethyl）-oximes （ladle）, respectively. The structures of all new compounds synthesized were characterized by elemental analysis and spectral data, and the in vitro antimicrobial activities were also tested.