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芳胺汞化合物的合成及其分子内重排缩合反应
The Synthesis and Rearrangement-Condensation of Novel Mercurated Compounds
【摘要】 利用简便易得的N-取代苄基芳胺的汞化产物,经亚硝化反应得到8种N-取代苄基-N-亚硝基-2-乙酸汞基芳胺,并通过分子内缩合合成了一种苯并咪唑衍生物,其结构经元素分析、1HNMR、IR及X射线单晶衍射确证。此方法为合成咪唑类化合物提供了一条新途径。
【Abstract】 Eight kinds of 2-acetomercuri-N,N-(nitroso-4′-substituted benzyl) arylamines were synthesized in high yield by nitrosation of corresponding 2-acetomercuir-N-(4′-substituted benzyl) arylamines and characterized by IR, 1H NMR, elemental analysis, and the compound 2f was further confirmed by X-ray crystal structure determination. The intramolecular rearrangement-condensation reaction of compounds 2e was carried out in HCl/H2O/EtOH to yield 2-(4′-chlorophenyl)-5-methoxybenzimidazole (3), and the possible reaction mechanism was proposed.
【关键词】 分子内重排缩合;
汞化合物;
苯并咪唑;
单晶结构;
【Key words】 Intramolecular rearrangement-condensation reaction; Mercuration; Benzimidazole derivative; Crystal structure;
【Key words】 Intramolecular rearrangement-condensation reaction; Mercuration; Benzimidazole derivative; Crystal structure;
【基金】 国家自然科学基金(20572102);高等学校博士学科点专项科研基金(20040459008);河南省自然科学基金(0524270054)资助项目
- 【文献出处】 化学通报 ,Chemistry , 编辑部邮箱 ,2006年09期
- 【分类号】O621.25
- 【下载频次】133