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3-烷基-7-甲基-5,6,7,8-四氢-3H-吡啶并[4',3':4,5]噻吩并[2,3-d]嘧啶-4-酮衍生物的合成 被引量：1

Synthesis of 3-Alkyl-7-methyl-5,6,7,8-tetrahydro-3H-pyrido [4′,3′:4,5]thienopyrimidin-4-one Derivatives
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摘要 通过Gewald反应,在吗啡啉催化下,1-甲基-4-哌啶酮、氰乙酸乙酯与硫粉反应制得了中间体2-氨基-6-甲基-4,5,6,7-四氢噻吩并[2,3-c]吡啶-3-甲酸乙酯2,中间体2与原甲酸三乙酯在醋酸酐催化下生成了乙氧基亚甲胺中间体3,最后再与相应的伯胺反应合成了3个新的化合物:3-烷基-7-甲基-5,6,7,8-四氢-3H-吡啶并[4',3':4,5]噻吩并[2,3-d]嘧啶-4-酮衍生物(4a～4c).产物结构经1H NMR,13C NMR,IR,MS确证.结果表明:该方法原料易得、条件温和、收率较高. An intermediate,2-amino-6-methyl-4,5,6,7-tetrahydrothienopyridine-3-carboxylate 2 was synthesized by 1-methyl-4-piperidone,ethyl cyanoacetate and sulfur through Gewald reaction under the catalysis of morpholine.Then ethoxymethyleneamino intermediate 3 was synthesized by intermediate 2 and triethyl orthoformate under the catalysis of acetic anhydride.Then 3 unreported 3-alkyl-7-methyl-5,6,7,8-tetrahydro-3H-pyrido[4′,3′：4,5]thieno pyrimidin-4-one derivatives（4a^4c） were obtained from intermediate 3 reaction with the corresponding amines.Their structures were confirmed by 1H NMR,13C NMR,IR,MS.The result showed that this method is easily available with mild reaction conditions and high yield.
作者 陈玉 柏舜
机构地区 中南民族大学化学与材料科学学院
出处 《中南民族大学学报（自然科学版）》 CAS 2013年第1期24-27,共4页 Journal of South-Central University for Nationalities：Natural Science Edition
基金 国家科技支撑计划资助项目(2012BAI27B06)
关键词 Gewald反应 四氢吡啶并噻吩并嘧啶酮 乙氧基亚甲胺中间体 Gewald reaction tetrahydropyridothienopyrimidinone ethoxymethyleneamino intermediate
分类号 TQ253.22 [化学工程—有机化工]
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参考文献15

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二级参考文献22

共引文献77

同被引文献15

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中南民族大学学报（自然科学版）
2013年 第1期

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