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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 (4)
Önal Zülbiye
Yildirim Ismail
Prof. Dr. Fatma KANDEMİRLİ Prof. Dr. Fatma KANDEMİRLİ
Kastamonu Üniversitesi, Türkiye
Taner Arslan
Devamını Göster
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