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Experimental and theoretical studies on the reactions of 1 amino 5 benzoyl 4 phenyl 1H pyrimidine 2 one thione compounds with ethyl acetoacetate    
Yazarlar
Önal Zülbiye
Yildirim Ismail
Prof. Dr. Fatma KANDEMİRLİ Prof. Dr. Fatma KANDEMİRLİ
Kastamonu Üniversitesi, Türkiye
Taner Arslan
Özet
The reaction of 1-amino-5-(4-methylbenzoyl)-4-(4-methylphenyl)pyrimidin-2(1H)-one/-thione (1a,b) with ethyl acetoacetate (EA) afforded moderate to good yields (59-63%) of ethyl 2-methyl-4-(4-methylbenzoyl)-5-(4-methylphenyl)-7-oxo/-thioxo-3,3a-dihydropyrazolo[1,5-c]pyrimidine-3-carboxylate (2a,b). The newly synthesized compounds were characterized by elemental analyses, IR, 1H and 13C NMR spectral data. All were compared with their previous analogues. The reaction mechanism of 1 with EA was studied by means of the B3LYP/6-31G(d,p) method. In addition, for reactants Fukui functions were performed using the data calculated with the Becke3-Lee-Yang-Parr (B3LYP) hybrid function. © Springer Science+Business Media, LLC 2010.
Anahtar Kelimeler
1-Aminopyrimidin-2-one/-thione | Condensation | Ketocarbonyl versus estercarbonyl of β-Ketoester | MO calculations | Pyrazolopyrimidine | Recyclization
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı Structural Chemistry
Dergi ISSN 1040-0400
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili İngilizce
Basım Tarihi 08-2010
Cilt No 21
Sayı 4
Sayfalar 809 / 816
Doi Numarası 10.1007/s11224-010-9615-9
Makale Linki http://link.springer.com/10.1007/s11224-010-9615-9