Abstract
AbstractThe 3‐(arylhydrazono)methyl‐2‐oxo‐1,2‐dihydroquinoxalines 9–11 were synthesized by the reaction of the quinoxalines 6–8 with various p‐substituted benzenediazonium salts. Compounds 9–11 showed the tautomeric equilibria between the hydrazone imine A and diazenyl enamine B forms in dimethyl sulfoxide media. The substituent effect on the tautomer ratios of A to B was studied by the nmr spectroscopy to clarify that the presence of the ester group R2 on the hydrazone carbon and electron‐donating p‐substituent R1 on the side chain benzene ring exhibited a tendency to increase the ratios of the tautomer A.
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