Abstract :
Benzene 2 from aprotic diazotization of anthranilic acid 1 with isoamylnitrite and subsequent thermal decomposition of the resulted benzenediazonium-2 carboxylate (in situ), has been reacted with 2,5-dicarbomethoxy-3,4-diphenylcyclopentadienone 3 in 1,2-dichloroethane as a solvent at the refluxing temperature. This reaction furnishes 1,4-dicarboxymethy-2,3-diphenyl naphthalene 5 after loss of carbon monoxide in quantitative yield. It has been converted into its dicarbohydrazine derivatives. These naphthalene derivatives have been studied by high field 1H-NMR and 13C-NMR spectroscopy.
