1-(4-甲基苄基)哌啶-4-酮-6-氯吡啶-3-甲基肟醚的合成、单晶结构分析以及生物活性的测定

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.

Synthesis, crystal structure and bioactivity of 1-(4-Methylbenzyl) piperidin-4-one O-(6-chloropyridin-3-yl) methyl oxime

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, 1H NMR spectra and single - crystal X-ray diffraction. The crystal belongs to the monoclinic system, space group P2 ( 1 )with a =9.486(6) ,b =6.317(4) ,c = 15. 027(10)(A),α = 90,β =93. 178(8) ,γ =90°, V = 899.0(10)(A)3 ,Z =2,Dc = 1. 270 g/cm3 ,μ =0.223 mm-1 ,M =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.