Abstract
A series of novel 5-amino-7-aryl-7,8-dihydro-[1,2,4] triazolo[4,3-a]-pyrimidine-6-carbonitriles were synthesized by a one-pot reaction of 3-amino-1,2,4-triazole, malononitrile and aryl aldehydes in the presence of 20 mol% NaOH in ethanol under heating or ultrasonic irradiation. The structures of the target compounds were confirmed by inspection of their 1H- NMR, 13C-NMR, IR and MS spectra. The advantages of this method are short reaction times, good yields, high selectivity and operational simplicity.
Highlights
Heterocyclic compounds have drawn special attention in organic chemistry because of their abundance in natural products and their diverse biological properties [1]
Ultrasound has been employed in different kind of organic synthesis and has become popular for constructing new heterocycles [20,21,22]
In a continuation of our interest on the synthesis new heterocyles using multicomponent one-pot methods, we report the one-pot synthesis of 5-amino-7-aryl-7,8-dihydro-[1,2,4]-triazolo[4,3-a]
Summary
Heterocyclic compounds have drawn special attention in organic chemistry because of their abundance in natural products and their diverse biological properties [1]. Pyrimidine and its derivatives have been recognized as important heterocyclic compounds due to their variety of chemical and biological significance to medicinal chemistry [2,3,4]. Multi-component reactions (MCRs), by virtue of their flexibility to rapidly assemble three or more reactants and convert them into higher molecular weight compounds in one-pot [12], have become very. The one pot synthesis of multisubstituted 1,4-dihydropyridines through multi-component reactions was reported previously [14−16]. Three-component one-pot pathways were used to synthesize hydroxylated triazolopyrimidines and multisubstituted pyrimido[1,2-b]benzimidazole derivatives [9,17]. Ultrasound has been employed in different kind of organic synthesis and has become popular for constructing new heterocycles [20,21,22]
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