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二茂铁取代新型含氮杂环化合物的合成及脒成环反应的研究
Research on the Nitrogen-containing Ferrocenyl Hetertocyclic Compounds and the Cyclization of Amidine Compounds
【作者】 史桂滨;
【作者基本信息】 苏州大学 , 有机化学, 2007, 硕士
【摘要】 本文首先用二茂铁甲酸为基本原料经三步反应合成了二茂铁取代的硫脲衍生物(1a~1g),用该硫脲衍生物分别与溴丙酮和溴代苯乙酮反应合成了N-(4-羟基-4-甲基-3-芳基-2-噻唑啉)-二茂铁甲酰胺(2a~2g)和N-(4-羟基-4-苯基-3-芳基-2-噻唑啉)-二茂铁甲酰胺(3a~3g)。其次,使用二醋酸碘苯(IBD),在室温下,与N、N’-二取代苯基脒反应合成了苯并咪唑类化合物(4a~4e)。最后利用二醋酸碘苯氧化苯甲酰基异硫氰酸酯,得到了N-乙酰基芳甲酰胺(5a~5j)和N-(5-羰基-5H-1,2,4-二硫唑-3)芳甲酰胺6。合成的新化合物的结构通过核磁共振光谱和高分辨质谱进行了鉴定。化合物2b和6b的结构通过单晶X-射线衍射进行了确定。
【Abstract】 Firstly in this article, two series compounds ofN-(4-Hydroxy-4-methyl-3-aryl-thiazolidin-2-yl)-ferrocenylamide andN-(4-Hydroxy-4-phenyl-3-aryl-thiazolidin-2-yl)-ferrocenylamide weresynthesized from unsymmetric ferrocenyl thiourea derivatives, which wereformed by ferrocenyl formyl-acid.Secondary, benzimidazole derivatives were prepared by the reaction ofiodobenzene diacetate with N, N’-diphenylbenzamidine at room temperature.Finally, the compounds N-acetylbenzamide (5a~5j) andN-(5-oxo-5H-1,2,4-dithiazol-3-yl)arylamide 6 were formed by the reaction ofthe IBD with benzoyl isothiocyanate.The structures of compounds were confirmed by 1H NMR, 13C NMR, MS,IR data. In addition, the structure of 2b and 6b was comfirmed by RigakuMercurry CCD X-ray imaging.
【Key words】 iodobenzene diacetate; ferrocenyl thiourea; thiazolidine; benzoyl isothiocyanate; benzimidazole; dithiazol;
- 【网络出版投稿人】 苏州大学 【网络出版年期】2008年 04期
- 【分类号】O621.2
- 【被引频次】1
- 【下载频次】153