摘要
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.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2007年第5期636-639,共4页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No.30070861)
河南大学科研基金(No.04ZDZR009)资助项目.
关键词
均三唑
嗯二唑
肟醚
席夫碱
合成
抗菌活性
s-triazole
oxadiazole
omixe-ether
Schiff-base
synthesis
antibacterial activity