化学研究
化學研究
화학연구
CHEMICAL RESEARCHES
2008年
3期
37-41
,共5页
4-羟基喹啉-2-酮%丙二酸单苯酰胺%Eaton试剂%Friedel-Craft反应%固相合成
4-羥基喹啉-2-酮%丙二痠單苯酰胺%Eaton試劑%Friedel-Craft反應%固相閤成
4-간기규람-2-동%병이산단분선알%Eaton시제%Friedel-Craft반응%고상합성
4-hydroxyquinolin-2-one%malonic acid monoanilide%Eaton's reagent%Friedel-Crafts reaction%solid state synthesis
苯胺及取代的苯胺和Meldrum's acid在固相无催化剂条件下反应,合成了丙二酸单苯酰胺(1a～1f) ,收率81.0 %～92.2 %. 化合物1a～1f在Eaton试剂(五氧化二磷+甲基磺酸)或多聚磷酸为环化试剂的条件下发生Friedel-Crafts分子内环化反应,以63.2 %～93.8 %和56.5 %～81.3 %的收率方便地得到4-羟基喹啉-2-酮衍生物(2a～2f). 产物的结构通过IR, 1H NMR和元素分析得以证实.
苯胺及取代的苯胺和Meldrum's acid在固相無催化劑條件下反應,閤成瞭丙二痠單苯酰胺(1a～1f) ,收率81.0 %～92.2 %. 化閤物1a～1f在Eaton試劑(五氧化二燐+甲基磺痠)或多聚燐痠為環化試劑的條件下髮生Friedel-Crafts分子內環化反應,以63.2 %～93.8 %和56.5 %～81.3 %的收率方便地得到4-羥基喹啉-2-酮衍生物(2a～2f). 產物的結構通過IR, 1H NMR和元素分析得以證實.
분알급취대적분알화Meldrum's acid재고상무최화제조건하반응,합성료병이산단분선알(1a～1f) ,수솔81.0 %～92.2 %. 화합물1a～1f재Eaton시제(오양화이린+갑기광산)혹다취린산위배화시제적조건하발생Friedel-Crafts분자내배화반응,이63.2 %～93.8 %화56.5 %～81.3 %적수솔방편지득도4-간기규람-2-동연생물(2a～2f). 산물적결구통과IR, 1H NMR화원소분석득이증실.
Malonic acid monoanilides (1a～1f) were prepared by reactions of aniline and substituted anilines with Meldrum's acid under solid state conditions without using catalyst, the yield was 81.0 %～92.2 %. 4-Hydroxyquinolin-2-one derivatives (2a～2f) were facially synthesized in the yields of 63.2 %～93.8 % and 56.5～81.3 % by the intramolecular Friedel-Crafts reactions of 1a～1f using Eaton's reagent (phosphoric anhydride+methylsulfonic acid) or polyphosphoric acid (PPA) as cyclization reagents. The products were characterized by IR, 1H NMR and elemental analysis.
