On the chemistry of cinnoline III: Condensation reactions of (4-amino-cinnolin-3-yl)-phenyl-methanone and 4-amino-3-cinnoline-carbonitrile

Faculty Science Year: 2000
Type of Publication: Article Pages: 681-686
Authors:
Journal: POLISH JOURNAL OF CHEMISTRY POLISH CHEMICAL SOCIETY Volume: 74
Research Area: Chemistry ISSN ISI:000087029300009
Keywords : cycloadditions, aminonitrile, cinnoline, pyridine, pyrimidine    
Abstract:
(4-Amino-cinnolin-3-yl)-phenyl-methanone condensed with malononitrile, ethyl cyanoacetate, acetylacetone, ethyl acetoacetate, diethyl-malonate and ethyl thioglycolate gave the pyrido{[}3,2-c]cinnoline derivatives 3a-f respectively. (4-Amino-cinnolin-3-yl)-phenyl-methanone could be annelated to the corresponding 1,2-dihydro-4-phenyl-2-oxopyrido{[}3,2-c]cinnoline via the (4-acetamido-cinnolin-3-yl)-phenyl-methanone. Treatment of 4-amino-3-cinnolinecarbonitrile 7 with formamide, formic acid, thiourea and phenyl isothiocyanate gave pyrimidino{[}5,4-c]cinnoline derivatives. 1H-Pyrazolo{[}4,3-c]cinnoline line is also described. Chemical and spectroscopic evidences for the structures of the new compounds are presented.
   
  Online    
PDF  
       
Tweet