第 51 卷第 5 期 Vol. 51 No. 5 2021 年 10 月 Oct 2021

所属栏目：医药及中间体 一种5-甲磺酰基-1H-吡啶-2-酮的合成方法

吴志强1，陈文骏1，胡 波1，万 玮1，黄建平1，2* （1. 江西农业大学 理学院，江西 南昌 330045；2. 南昌市植物资源化学利用重点实验室，江西 南昌 330045）

摘　要：以5-溴-2-甲氧基吡啶为原料，经取代、过氧化、脱甲基化3步制备了5-甲磺酰基-1H-吡啶-2-酮。取代过程选用正丁基锂先与5-溴-2-甲氧基吡啶进行卤素-锂交换反应，再用二甲基二硫醚进行亲核取代，反应彻底且收率较高。过氧化过程选用间氯过氧苯甲酸作为过氧化剂，将甲硫基氧化为甲磺酰基，此步选用n（2-甲氧基-5-甲硫基吡啶）∶n（间氯过氧苯甲酸）=1.00∶2.50的投料比，有较好的收率。在脱甲基化过程中选用氢溴酸醋酸溶液进行脱甲基化，目标产物直接在醋酸中析出，提纯较为简便。目标产物的总收率为58.03%，其结构经1H NMR、13C NMR和IR确证。该方法操作简单，收率较高，易提纯，可大批量生产。

关键词：吡啶-2-酮；合成；过氧化；去甲基化

中图分类号：O657.7　　文献标识码：A　　文章编号：1009-9212（2021）05-0035-03

A method for the Synthesis of 5-Methylsulfonyl-1H-pyridine-2-one

WU Zhi-qiang1, CHEN Wen-jun1, HU Bo1,WAN Wei1, HUANG Jian-ping1,2* (1. College of Science, Jiangxi Agricultural University, Nanchang 330045, China; 2. Nanchang Key Laboratory of Chemical Utilization of Plant Resources, Nanchang 330045, China)

Abstract：5-Methylsulfonyl-1H-pyridine-2-one was prepared easily and efficiently through substitution, peroxide and demethylation using 5-bromo-2-methoxypyridine as raw material. The substitution process was completed through halogen-lithium exchange reaction using n-butyllithium and 5-bromo-2-methoxypyridine as material, and then through nucleophilic substitution reaction with dimethyl disulfide. The peroxidation process was performed through using m-chloro-peroxy-benzoic acid as oxidant to oxidize methylthiophene to methylsulfonyl group. In this step, the ratio of n(2-methoxy-5-methylthiophene pyridine)∶n(m-chloro-peroxy-benzoic acid)=1.00∶2.50 was selected, and a good yield was obtained. In the last process of demethylation, acetic acid-hydrobromide solution was used for demethylation, and the target product was precipitated directly in acetic acid. The total yield of the target product was 58.03%, and its structure was confirmed by 1H NMR, 13C NMR and IR. The method has the advantages of simple operation, high yield, easy purification and mass production.

Key words：pyridine-2-ketone; synthesis; peroxide; demethylation

基金项目： 国家自然科学基金资助项目（32060703），江西省科技支撑计划项目（20171BBE50027，20202BBEL53028），江西省教育厅科技项目（GJJ170275），南昌市基地和人才计划项目（2018CXTD014）。

作者简介：吴志强（2000-），男，江西赣州人，主要从事有机合成（E-mail：1527371794@qq.com）。

联 系 人：黄建平，讲师，主要从事有机合成（E-mail：huangchenchuan@126.com）。

收稿日期：2021-08-03