5-(2-卤代乙基)嘧啶的合成与结构表征——α-(1-氨甲酰基亚氨基亚甲基)-γ-丁内酯中的氢键链
Synthesis and structural characterization of the 5-(2-haloethyl)pyrimidines--hydrogen-bonded chains in alpha-(1-carbamyliminomethylene)-gamma-butyrolactone.
作者信息
Gazivoda Tatjana, Raić-Malić Silvana, Hergold-Brundić Antonija, Cetina Mario
机构信息
Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Zagreb, Croatia.
出版信息
Molecules. 2008 Nov 6;13(11):2786-95. doi: 10.3390/molecules13112786.
Three novel 5-(2-haloethyl)pyrimidine derivatives were synthesized and characterized by 1H-NMR, 13C-NMR, MS, IR spectra and elemental analysis. Iodine and chlorine atoms in the C-5 side chain were introduced by reaction of 5-(2-hydroxyethyl)pyrimidine with hydroiodic acid and phosphoryl chloride, respectively. The structure of the intermediate alpha-(1-carbamyliminomethylene)-gamma-butyrolactone was determined by X-ray crystal structure analysis. The molecule deviates very slightly from planarity. Three N-H...O hydrogen bonds link the molecules into one-dimensional chains of edge-fused rings.
合成了三种新型的5-(2-卤代乙基)嘧啶衍生物，并通过1H-NMR、13C-NMR、MS、红外光谱和元素分析对其进行了表征。C-5侧链上的碘原子和氯原子分别通过5-(2-羟乙基)嘧啶与氢碘酸和磷酰氯的反应引入。通过X射线晶体结构分析确定了中间体α-(1-氨基甲酰基亚氨基亚甲基)-γ-丁内酯的结构。该分子与平面的偏差非常小。三个N-H...O氢键将分子连接成一维的边缘稠合环链。
Zotero 插件