Nitriles in Organic Synthesis: Synthesis of new pyridazine, pyridine and pyrazolo[3,4‐b]pyridine derivatives

Abstract

AbstractThe reaction of diethyl monoiminomalonate with benzoylacetonitrile affords the ethyl 3‐amino‐4‐cyanopentanoate derivative 1 a. Compound 1 a condensed with salicylaldehyde to yield the coumarin 5 and coupled with arenediazonium salts to yield the arenehydrazones 6a–c. Compounds 6a, b could be converted into the aminopyridazinium carboxylate 8a, b on treatment with aqueous sodium hydroxide. The reaction of 6a–c with hydrazine and phenyl hydrazine is reported.