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2-烷胺基-3-芳基四氢吡啶并噻吩并嘧啶-4(3H)-酮衍生物的合成 被引量:4

Synthesis of 2-Alkylamino-3-Aryl-Tetrahydro Pyrido Thieno Pyrimidin-4(3H)-One Derivatives
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摘要 首先用二烯酮(1)与甲胺溶液作用制得哌啶酮(2),然后利用Gewald反应将哌啶酮、氰乙酸乙酯和硫磺在吗啡啉存在下进行反应,制得中间体胺(3),再与三苯基膦、六氯乙烷在无水三乙胺存在下,得到中间体膦亚胺(4),接着采用3组分串联aza-Wittig反应方法合成了8个新的2-烷胺基-3-芳基四氢吡啶并噻吩并嘧啶-4(3H)-酮衍生物.所得产物的结构由核磁共振氢谱,质谱及元素分析确证. In the first, reaction of 1,5-diphenylpenta-1,4-dien-3-one (1) with methylamine yielded 1- methyl-2,6-diphenylpiperidin-4-one (2). Then Gewald reaction was utilized to obtain intermediate amine (3) through the reaction of 2 with ethyl cynoacetate and sulfur in the presence of morpholine. At last, imi- nophosphorane (4) was obtained by the reaction of 3 with triphenylphoshine and hexachloroethane in the presence of triethylamine. Thus eight unreported 2-alkylamino-3-aryl- tetrahydropyrido[3' ,4': 5,4]thieno [2,3-d] pyrimidin-4(3H)-one derivatives (7) was synthesized via tanden aza-Wittig reaction. The struc- ture of the compound (7) was confirmed by 1H NMR, MS and IR analysis.
出处 《武汉大学学报(理学版)》 CAS CSCD 北大核心 2008年第2期157-161,共5页 Journal of Wuhan University:Natural Science Edition
基金 国家自然科学基金(20102001) 湖北省自然科学基金(2003A002)资助项目
关键词 噻酚并嘧啶酮 AZA-WITTIG反应 膦亚胺 碳二亚胺 合成 thieno [ 2,3-d] pyrimidin-4 ( 3 H)-one aza-Wittig reaction iminophosphorane carbodiimide synthesis
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参考文献10

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