化学研究与应用
化學研究與應用
화학연구여응용
Chemical Research and Application
2015年
10期
1463-1470
,共8页
高文涛%符鑫博%李凯%王东方%赵雅楠%李阳
高文濤%符鑫博%李凱%王東方%趙雅楠%李暘
고문도%부흠박%리개%왕동방%조아남%리양
6-氯-2-氯甲基-3-喹啉甲酸乙酯%合成%取代反应%胺
6-氯-2-氯甲基-3-喹啉甲痠乙酯%閤成%取代反應%胺
6-록-2-록갑기-3-규람갑산을지%합성%취대반응%알
ethyl 6-chloro-2-( chloromethyl) quinoline-3-carboxylate%synthesis%substituted reaction%amines
以6-氯-2-氯甲基-3-喹啉甲酸乙酯(1)为底物,在溶剂无水乙醇中与胺及胺的衍生物2a-p反应,以较好的收率(64.8-77.7%)得到7-氯-2,3-二氢-1H-吡咯并[3,4-b]喹啉-1-酮衍生物,其中与芳胺反应生成N-芳基取代的化合物3a-i,与氨水、甲胺、乙胺和苄胺反应生成N-烷基取代的化合物3j-m,与乙二胺、丙二胺及丁二胺反应生成具有对称结构的化合物3 n-p.该反应具有操作简便、条件温和等特点.所有化合物均为新化合物,其结构经IR、1 H NMR、13 C NMR、MS和HRMS得以证实.
以6-氯-2-氯甲基-3-喹啉甲痠乙酯(1)為底物,在溶劑無水乙醇中與胺及胺的衍生物2a-p反應,以較好的收率(64.8-77.7%)得到7-氯-2,3-二氫-1H-吡咯併[3,4-b]喹啉-1-酮衍生物,其中與芳胺反應生成N-芳基取代的化閤物3a-i,與氨水、甲胺、乙胺和芐胺反應生成N-烷基取代的化閤物3j-m,與乙二胺、丙二胺及丁二胺反應生成具有對稱結構的化閤物3 n-p.該反應具有操作簡便、條件溫和等特點.所有化閤物均為新化閤物,其結構經IR、1 H NMR、13 C NMR、MS和HRMS得以證實.
이6-록-2-록갑기-3-규람갑산을지(1)위저물,재용제무수을순중여알급알적연생물2a-p반응,이교호적수솔(64.8-77.7%)득도7-록-2,3-이경-1H-필각병[3,4-b]규람-1-동연생물,기중여방알반응생성N-방기취대적화합물3a-i,여안수、갑알、을알화변알반응생성N-완기취대적화합물3j-m,여을이알、병이알급정이알반응생성구유대칭결구적화합물3 n-p.해반응구유조작간편、조건온화등특점.소유화합물균위신화합물,기결구경IR、1 H NMR、13 C NMR、MS화HRMS득이증실.
In the present investigation,ethyl 6-chloro-2-(chloromethyl)quinoline-3-carboxylate(1)as starting compound was subjec-ted to the reaction with different amines such as aromatic amines(2a-i),aliphatic amine(2j-m),and diamines(2n-p)to give the corresponding N-aryl-substituted(3a-i),N-alkyl-substituted(3j-m),and symmetrical N,N′-alkyl-bridged(3n-p)7-chloropyrrolo [3,4-b]quinolin-1-one derivatives,respectively,with good yields ranging 64. 8-77. 7%. The procedure had the advantages of simple operation,mild reaction. All of compounds were new and their structures were determined by IR,1 H NMR,13 C NMR, MS and HRMS.