SYNTHESIS OF PYRIDAZINONE DERIVATIVES

Authors

  • S. A. Hovakimyan Kh. Abovyan Armenian State Pedagogical University, 375010 Yerevan
  • A. V. Babakhanyan Kh. Abovyan Armenian State Pedagogical University, 375010 Yerevan
  • V. S. Voskanyan Institute of Organic Chemistry, National Academy of Sciences of the Republic of Armenia, 375091 Yerevan
  • V. E. Karapetian Institute of Organic Chemistry, National Academy of Sciences of the Republic of Armenia, 375091 Yerevan
  • G. A. Panosyan Center for Molecular Study, Armenian Republic National Academy of Sciences, Yerevan 375014
  • S. T. Kocharian Kh. Abovyan Armenian State Pedagogical University, 375010 Yerevan

Keywords:

hydrazine, methyl esters of 3-methyl-2-oxo- and 2-oxo-3-phenyl-3-pentenoic acids, pyridazinone, phenylhydrazine, keto–enol tautomerism

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.

How to Cite
Hovakimyan, S. A.; Babakhanyan, A. V.; Voskanyan, V. S.; Karapetian, V. E.; Panosyan, G. A.; Kocharian, S. T. Chem. Heterocycl. Compd. 2004, 40, 1047. [Khim. Geterotsikl. Soedin. 2004, 1209.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000046696.37815.62

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Published

2004-08-25

Issue

No. 8 (2004)

Section

Original Papers