| 氯化铜催化三组分“一锅法”合成新型N1-取代3,4-二氢嘧啶酮衍生物 |
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| 引用本文： | 宋志国,姜宏旭,张顺,潘鹤.氯化铜催化三组分“一锅法”合成新型N1-取代3,4-二氢嘧啶酮衍生物[J].合成化学,2017,25(11). |
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| 作者姓名： | 宋志国 姜宏旭 张顺 潘鹤 |
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| 作者单位： | 渤海大学实验管理中心,辽宁锦州,121013 |
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| 基金项目： | 国家自然科学基金资助项目，辽宁省高等学校优秀人才支持计划，辽宁省自然科学基金资助项目 |
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| 摘 要： | 以二水合氯化铜为催化剂,通过等摩尔芳香醛、乙酰乙酸甲(乙)酯和N-取代脲的Biginelli缩合反应,"一锅法"合成了19个N1-取代的3,4-二氢嘧啶酮衍生物,其中11个为新化合物,其结构经~1H NMR,~(13)C NMR和MS表征。考察了催化剂用量和反应温度对产物收率的影响。结果表明最优反应条件为:催化剂用量为0.3mmol,反应温度为90℃。并对催化机理进行了探讨。
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| 关 键 词： | Biginelli反应 嘧啶酮衍生物 氯化铜 催化 一锅法 无溶剂 合成 |
One-pot Three Components Synthesis of N1-Substituted 3,4-Dihydropyrimidinones Derivatives Catalyzed by Copper Chloride |
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| SONG Zhi-guo,JIANG Hong-xu,ZHANG Shun,PAN He.One-pot Three Components Synthesis of N1-Substituted 3,4-Dihydropyrimidinones Derivatives Catalyzed by Copper Chloride[J].Chinese Journal of Synthetic Chemistry,2017,25(11). |
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| Authors: | SONG Zhi-guo JIANG Hong-xu ZHANG Shun PAN He |
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| Abstract: | Nineteen N1-substituted 3,4-dihydropyrimidin-2 (1H)-ones derivatives ( eleven new com-pounds ) were synthesized by an one-pot reaction of aromatic aldehydes , methyl ( ethyl ) acetoacetate and N-substituted ureas using CuCl 2 · 2H2 O as a catalyst under solvent-free conditions.The structures were characterized by 1 H NMR, 13 C NMR and MS.The effects of the catalyst dosage and the reaction temperature on the yields were investigated .The results showed that the optimal reaction conditions were as follows:the catalyst dosage was 0.3 mmol, and temperature was 90 ℃.The probable reaction mechanism was proposed . |
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| Keywords: | Biginelli reaction pyrimidinone derivative copper chloride catalysis one-pot reaction solvent-free synthesis |
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