Abstract
The reaction of methyl esters of 3-methyl-2-oxo- and 2-oxo-3-phenyl-3-pentenoic acids with hydrazine hydrate and phenylhydrazine was used to synthesize new pyridazinone derivatives. These products are formed through intermediate hydrazides with subsequent cyclization. 4-Hydroxy-3-oxotetrahydropyridazines are mainly formed using equimolar amounts of the starting reagents, while the corresponding hydrazones of 3,4-dioxohexahydropyridazines are formed in the case of a two-fold excess of hydrazine hydrate or phenylhydrazine. Evidence was obtained indicating the existence of a keto–enol tautomerism for 4-hydroxy-3-oxopyridazines.
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Hovakimyan, S.A., Babakhanyan, A.V., Voskanyan, V.S. et al. Synthesis of Pyridazinone Derivatives. Chemistry of Heterocyclic Compounds 40, 1047–1051 (2004). https://doi.org/10.1023/B:COHC.0000046696.37815.62
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DOI: https://doi.org/10.1023/B:COHC.0000046696.37815.62