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Journal of the Mexican Chemical Society
versão impressa ISSN 1870-249X
J. Mex. Chem. Soc vol.53 no.2 Ciudad de México Abr./Jun. 2009
Article
Substituted Pyridopyrimidinones. Part 3. Synthesis of Some Novel Ether Derivatives of 4HPyrido[1,2a]pyrimidin4one
Mohamed Abass,* Mostafa M. Ismail, Wafaa R. AbdelMonem, and Aisha S. Mayas
Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, Cairo 11757, Egypt. *Responsible author:mabass@chemist.com, quinolinone@yahoo.com
Received May 29, 2009
Accepted June 25, 2009
Abstract
A series of novel bisheterocyclic ethers, containing 4Hpyrido[1,2a]pyrimidin4one along with other five and sixmembered heterocyclic rings, was obtained utilizing ethyl [(4oxo4Hpyrido[1,2a]pyrimidin2yl)oxy]acetate (1), [(4oxo4Hpyrido[1,2a]pyrimidin2yl)oxy]acetic acid (2) and/or [(4oxo4Hpyrido[1,2a]pyrimidin2yl)oxy]acetohydrazide (3). Reaction of ester 1 with some orthohydroxyaldehydes furnished the corresponding pyridopyrimidyloxypyrones. Reaction of ester 1 or acid 2 with 1,2diamines led to some imidazoles. Also, some pyrazole, triazole, and oxadiazoline derivatives have been prepared from hydrazide 3.
Key words: Pyrido[1 ,2a]pyrimidinone, Ethers, Pyrazoles, Oxadiazolines, Pyrones.
Resumen
Se preparó una serie de novedosos éteres bisheterocíclicos que contienen el anillo de 4Hpirido[1,2a]pirimidin4ona, unido con anillos heterocíclicos de seis miembros, empleando [(4oxo4Hpirido[1,2a]pirimidin2il)oxi]acetato de etilo (1), ácido [(4oxo4Hpirido[1,2a]pirimidin2il)oxi]acético (2) o [(4oxo4Hpirido[1,2a]pirimidin2il)oxi]acetohidrazida (3). La reacción del éster 1 con algunos ortohidroxialdehidos proporcionaron las piridopirimidiloxipironas correspondientes. La reacción del éster 1 o el ácido 2 con 1,2diaminas condujeron a algunos imidazoles. Asimismo, se prepararon algunos derivados de pirazol, triazol y oxiadiazolina a partir de la hidrazina 3.
Palabras clave: Pirido[1,2a]pirimidinona, éteres, pirazoles, oxadiazolinas, pirones.
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