摘要
通过1-(4-甲基苄基)哌啶-4-酮肟醚与2-氯-5-氯甲基吡啶的亲核取代反应合成了一个未见文献报道的化合物:1-(4-甲基苄基)哌啶-4-酮-6-氯吡啶-3-甲基肟醚.目标化合物的结构经过元素分析、IR、1H MNR及单晶X-射线衍射测定确定.该单晶属于单斜晶系,空间群为P2(1),a=9.486(6),b=6.317(4),c=15.027(10),α=90,β=93.178(8),γ=90°,V=899.0(10)3,Z=2,Dc=1.270 g/cm3,μ=0.223 mm-1,Mr=343.85,F(000)=364,S=1.019,R=0.0732以及wR=0.1902.目标化合物的结构是非平面的,哌啶环是一个椅式结构.哌啶环与苯环的二面角为86.1(9)°.此单晶中没有分子内和分子间氢键的存在.初步杀菌活性测试表明,在浓度为1×10-4时该化合物有广谱的的杀菌活性.
A novel 1-(4-Methylbenzyl)piperidin-4-one O-(6-chloropyridin-3-yl)methyl oxime compound was synthesized by the reaction of 1-(4-methylbenzyl)piperidin-4-one oxime with 2-chloro-5-chloromethylpyridine,followed by characterization with elemental analysis,IR,1 H NMR spectra and single-crystal X-ray diffraction.The crystal belongs to the monoclinic system,space group P 2(1) with a =9.486(6),b =6.317(4),c =15.027(10),α =90,β =93.178(8),γ =90°,V =899.0(10) 3,Z =2,Dc = 1.270 g/cm 3,μ =0.223 mm-1,M r =343.85,F(000)=364,S =1.019,the final R =0.0732 and wR =0.1902.The molecule was nonplanar,the piperidine exhibited a chair conformation.The dihedral angle made by the pyridine ring with the benzene ring was 86.1(9)°.No intra-or intermolecular hydrogen bonds were identified in the crystal structure.Bioassays indicated that the as-prepared compound exhibited broad inhibitory activities toward fungi at the concentration of 1×10-4.
出处
《上海师范大学学报(自然科学版)》
2011年第1期41-46,共6页
Journal of Shanghai Normal University(Natural Sciences)
基金
reported by the Shanghai Key Laboratory of Thulium Functional Materials(O7D222303)
关键词
4-哌啶酮-肟醚
合成
单晶结构
生物活性
14-piperidone-oxime ether
synthesis
crystal structure
bioactivity