ChemInform Abstract: Regiospecific Synthesis of Novel 6-Amino-5-hydroxypyridazin-3(2H)-ones

Autor:	Tran Chinh Viet, Kimkim Dao, Frank Ruebsam, Lian-Sheng Li, David Archer Ellis, Julie K. Blazel, Peter S. Dragovich, Douglas E. Murphy, Yuefen Zhou
Rok vydání:	2008
Předmět:	Acylation Chemistry Stereochemistry Moiety General Medicine Ethyl malonyl chloride Ring (chemistry) Medicinal chemistry
Zdroj:	ChemInform. 39
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200826160
Popis:	The synthesis of a novel class of 6-amino-5-hydroxy-pyridazin-3(2 H)-ones (3-oxo-2,3-dihydropyridazines) is described. These compounds also contain an ethoxycarbonyl moiety at the 4-position of the pyridazinone ring. They are prepared in good to moderate yields (30-72%) by the condensation of disubstituted amines with (alkylhydrazono)- or (arylhydrazono)(chloro)acetates followed by subsequent acylation with ethyl malonyl chloride and Dieckmann cyclization. An initial assessment of the scope and limitations of the new methodology is described along with the novel synthesis of several (alkylhydrazono)(chloro)acetate substrates utilized in the pyridazinone preparations.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::cb7dc53d6258cbdd370b8154e5fd4d19 https://doi.org/10.1002/chin.200826160 Zobrazit plný text záznamu Plný text