4-(4,6-二甲氧基嘧啶-2-基)-2-氧代-1,2-二氢喹啉-3-羧酸乙酯的烃化反应  

N-Alkylation and O-Alkylation of Ethyl 4-(4,6-Dimethoxy- pyrimidin-2-yl)-2-oxo-1,2-dihydroquinoline-3-carboxylate

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作  者:李元祥[1] 

机构地区:[1]怀化学院化学与化学工程系,怀化418008

出  处:《有机化学》2013年第11期2334-2340,共7页Chinese Journal of Organic Chemistry

基  金:湖南省科技计划(No.2012NK3098);湖南省教育厅科学研究(No.11A092);怀化市科技计划(No.2013)资助项目~~

摘  要:以卤化物作烃化试剂、NaH作缚酸剂,在N,N-二甲基甲酰胺(DMF)溶剂中室温条件下,4-(4,6-二甲氧基嘧啶-2-基)—2-氧代-1,2-二氢喹啉-3-羧酸乙酯经烃化反应同时得到了20个未见文献报道的N-取代及O-取代新化合物,烃化产物的结构通过^1H NMR,MS,元素分析,单品衍射及IR进行了表征.烃化反应的条件温和,转化率高达89%-98%.其中,主产物N-取代产物的收率为47%-77%,副产物O-取代产物的收率为21%~49%.Twenty novel N-substitued and O-substitued compounds were prepared starting from ethyl 4-(4,6-dimethoxy- pyrimidin-2-yl)-2-oxo-1,2-dihydroquinoline-3-carboxylate. Various halogenated hydrocarbons were used as resource of alky- lation and Nail as base in N,N-dimethylformamide (DMF) at room temperature. The structures of alkylation products were confirmed by J H NMR, IR, MS and elemental analysis. Two isomer structures were further determined by representative X-ray structures of N10 and O10. The alkylation reaction was performed in mild conditions with a total yield of 89%-98%. Among them, the main product N-alkylation was obtained in 47%-77% yield, and O-alkylation was simultaneously obtained in 21%-49% yield by a simple one-pot reaction.

关 键 词:喹啉酮 烃化反应 结构表征 

分 类 号:O626[理学—有机化学]

 

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