Synthesis of Pyridazinone Derivatives

Autor: A. V. Babakhanyan, G. A. Panosyan, V. S. Voskanyan, S. T. Kocharian, V. E. Karapetian, S. A. Hovakimyan
Rok vydání: 2004
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds. 40:1047-1051
ISSN: 0009-3122
DOI: 10.1023/b:cohc.0000046696.37815.62
Popis: 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.
Databáze: OpenAIRE