| 第 51 卷第 5 期 |  | Vol. 51 No. 5 | | 2021 年 10 月 | Oct 2021 |
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所屬欄目：醫藥及中間體
一種5-甲磺�；�-1H-吡啶-2-酮的合成方法 |
| 吳志強1，陳文駿1，胡 波1，萬(wàn) 瑋1，黃建平1，2*
（1. 江西農業(yè)大學(xué) 理學(xué)院，江西 南昌 330045；2. 南昌市植物資源化學(xué)利用重點(diǎn)實(shí)驗室，江西 南昌 330045） |
| 摘 要：以5-溴-2-甲氧基吡啶為原料，經(jīng)取代、過(guò)氧化、脫甲基化3步制備了5-甲磺�；�-1H-吡啶-2-酮。取代過(guò)程選用正丁基鋰先與5-溴-2-甲氧基吡啶進(jìn)行鹵素-鋰交換反應，再用二甲基二硫醚進(jìn)行親核取代，反應徹底且收率較高。過(guò)氧化過(guò)程選用間氯過(guò)氧苯甲酸作為過(guò)氧化劑，將甲硫基氧化為甲磺�；�，此步選用n（2-甲氧基-5-甲硫基吡啶）∶n（間氯過(guò)氧苯甲酸）=1.00∶2.50的投料比，有較好的收率。在脫甲基化過(guò)程中選用氫溴酸醋酸溶液進(jìn)行脫甲基化，目標產(chǎn)物直接在醋酸中析出，提純較為簡(jiǎn)便。目標產(chǎn)物的總收率為58.03%，其結構經(jīng)1H NMR、13C NMR和IR確證。該方法操作簡(jiǎn)單，收率較高，易提純，可大批量生產(chǎn)。 |
| 關(guān)鍵詞：吡啶-2-酮；合成；過(guò)氧化；去甲基化 |
| 中圖分類(lèi)號：O657.7 文獻標識碼：A 文章編號：1009-9212（2021）05-0035-03 |
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| 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 |
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基金項目： 國家自然科學(xué)基金資助項目（32060703），江西省科技支撐計劃項目（20171BBE50027，20202BBEL53028），江西省教育廳科技項目（GJJ170275），南昌市基地和人才計劃項目（2018CXTD014）。
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作者簡(jiǎn)介：吳志強（2000-），男，江西贛州人，主要從事有機合成（E-mail：1527371794@qq.com）。
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聯(lián) 系 人：黃建平，講師，主要從事有機合成（E-mail：huangchenchuan@126.com）。
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收稿日期：2021-08-03
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