Heterocyclic Communications p. 159 - 166 (2001)
Update date:2022-08-05
Topics:
El Massry, Abdel Moneim
Rahman, Mohamed M. Abdel
El Sayed, Safaa
El Ashry, El Sayed H.
2-Hydroxy-4-(4-methoxyphenyl)-2-(4-substituted phenacyl)butanoic acids 1 have been prepared from reaction of 4-methoxybenzylpyruvic acid with aryl methyl ketones. A new series of 2,3-dihydropyridazin-3-ones 2 were synthesized via condensation of 1 with hydrazine.The 1,2,4-triazolo[4,3-b]pyridazinones 4 and tetrazolo[1,5-b]pyridazines 6 were obtained from the 3-chloropyridazines 3 by treatment with semicarbazide and sodium azide, respectively. Attempted synthesis of 3-alloxypyridazines 7 by reacting 3 with sodium alloxide led instead to the N-allyl isomer 8 through Claisen rearrangement of 7. The structural assignments for the new compounds were based on their elemental analysis and spectroscopic data.
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