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Synthesis of Asymmetric Dimer of Quinolone Derivatives Using p-TSA  

박명숙 (덕성여자대학교 약학대학)
Publication Information
YAKHAK HOEJI / v.48, no.3, 2004 , pp. 202-206 More about this Journal
Abstract
New asymmetric dimers, N,N'-dialkyl-4'-hydroxy-4-oxo-2,2',3,3'-tetrahydro-2,2'-diphenyl-4,4'-quinolones 3a-f were synthesized through the dehydration and dea1coholation of N-alkylanilines and ethyl benzoylacetate. Dimers 3a-f were identified by NMR, IR and GC-MS. A series of dimer 3a-f has been synthesized using acid-catalyzed one-pot reaction that involved the condensation, cyc1ization and dimerization. Similarly, the 6,6'-methoxy (or 7,7'-methoxy) substituted dimers were prepared from N-alkyl-meta-(or para)-anisidines. Formation of dimers was undertaken with p-toluenesulfonic acid (p-TSA) at 90∼11$0^{\circ}C$ in toluene for 2∼6 hours over the Dean-Stark apparatus.
Keywords
asymmetric dimer; 2,3-dihydro-2-phenyl-4-quinolones; synthesis; antiinflammatory; dimerization;
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