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A novel synthesis of 5-aryl-3-cyano-2-pyridones by using vinamidinium salts

A novel synthesis of 5-aryl-3-cyano-2-pyridones by using vinamidinium salts
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摘要 A variety of vinamidinium salts were condensated with cyanoacetamide in refluxing methanol that contained sodium methoxide to produce 5-aryl-3-cyano-2-pyridones in good yield. Simple experimental conditions were used to prepare ten different 5-aryl-3- cyano-2-pyridones, four of which are new compounds.C 2009 Song Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved. A variety of vinamidinium salts were condensated with cyanoacetamide in refluxing methanol that contained sodium methoxide to produce 5-aryl-3-cyano-2-pyridones in good yield. Simple experimental conditions were used to prepare ten different 5-aryl-3- cyano-2-pyridones, four of which are new compounds.C 2009 Song Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2009年第7期771-774,共4页 中国化学快报(英文版)
基金 supported by the National Basic Research Program of China(No.2004CB518908) the National High Technology Research and Development Program of China(No.2006AA020601).
关键词 5-Aryl-3-cyano-2-pyridones Vinamidinium salts CYCLIZATION 5-Aryl-3-cyano-2-pyridones Vinamidinium salts Cyclization
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  • 8Generalprocedure: To a dry 50-mL, two-necked flask equipped with a reflux condenser and drying tube, was added 20 mL absolute methanol and sodium(46 rag, 2 mmol). The mixture was stirred for 5 rain. To the solution, cyanoacetarnide (84 nag, 1 mmol) and vinamidinium salt (1 mmol) were introduced. The mixture was refluxed for several hours during which time a solid separated, cooled to room temperature. The mixture was added 15 mL water, acidified with 1 mol/L HC1. The solid crude product was filtered, washed with water and hexane, and then recrystilized in methanol to obtain purified product.
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