Studies on the chemical behavior of 3-(nitroacetyl)-1-ethyl-4-hydroxyquinolin-2(1H)-one towards some electrophilic and nucleophilic reagents

Journal of the Brazilian Chemical Society

Ibrahim, Magdy A.¹  Alnamer, Youssef A.¹  Ain Shams University, Roxy, Egypt¹  Gabr, Yassin A.¹  Hassanin, Hany M.¹ 

关键词: β-ketoacid;    3-nitroacetylquinolinone;    pyrazolo[4;    3-c]quinolinones;    pyrimido[5;    4-c]quinolinones;    cyclocondensation;   

DOI  :  10.1590/S0103-50532012000500016

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

A variety of heterocyclic systems linked to 1-ethylquinolin-2(1H)-one was prepared from reaction of 3-(nitroacetyl)-1-ethyl-4-hydroxyquinolin-2(1H)-one with some electrophilic and nucleophilic reagents. Besides its cyclization to 5-ethyl-2-(hydroxyimino)-2,3,4,5-tetrahydrofuro[3,2-c]quinoline-3,4-dione, the 3-(nitroacetyl)-1-ethyl-4-hydroxyquinolin-2(1H)-one has been brominated, chlorinated, formylated, acetylated, and condensed with chromone-3-carbonitrile and 2-amino-3-formylchromone. Some new pyrazolo[4,3-c]quinoline, pyrimido[5,4-c]quinoline and quinolino[4,3-b][1,5]benzodiazepine derivatives were also synthesized.

【 授权许可】

Unknown