Cyclocondensation of 5-Ethynyl-1,4-Naphthoquinone Derivatives with Hydrazine
Russian Chemical Bulletin
, E-ISSN: 1573-9171
||3-diethylamino-5-ethynyl-1.4-naphthoquinones, Cyclocondensation, Hydrazine, Substituted benzode|cinnolin-7-ones, Substituted naphtho[1,8-cd]-1,2-diazepin-8-ones
Voevodsky Institute of Chemical Kinetics and Combustion SB RAS
Condensation of 5-arylethynyl-3-diethylaminonaphthoquinones with NH2NH2 afford 3-benzyl-9-diethylaminobenzo[de]cinnolin-7-ones. The substituents in the phenyl ring have a pronounced effect on the reaction time and the yields of benzocinnolinones and by-products. The replacement of the arylethynyl substituent in the starting naphthoquinone by the 3-hydroxyalk-1-ynyl group leads to a change in the direction of cyclization resulting in substituted naphtho[1,8-cd]-1,2-diazepin-8-ones as condensation products.