Abstract
A number of 2-amino-4-aryl-6-substituted pyridine-3,5-dicarbonitrile derivatives were synthesized via one-pot multicomponent condensation reactions of different aromatic aldehydes with malononitrile and different primary amines, using different molecular ratios and different reaction conditions to achieve considerable product yields. Moreover, we succeed, for the first time to develop a new method to synthesize the aforementioned under the fusion condition without using solvent and catalysts. With this method, a wide range of novel 2-amino-3,5-dicyano-4-aryl-6-substituted aminopyridine derivatives were synthesized with high yields and board substrate of functional groups. The synthesized pyridine derivatives were found to have a corrosion inhibition efficiency, the rate of which increased with the increasing concentration of the derivatives. The structures of the new compounds were elucidated by spectroscopic data and elemental analyses.
Highlights
Multicomponent reactions (MCRs) have drawn high efforts in recent years owing to exceptional synthetic efficiency, high selectivity, and procedural simplicity [1,2,3,4,5,6]
We have investigated the one-pot multicomponent reactions (MCRs) to prepare aminopyridine derivatives 1–20 using different Lewis acid catalysts such as ZnCl2, AlCl3, and FeCl3 using a molar ratio of 1 : 2 : 3 where the desired products were obtained in moderate yields
E second trial was carried out using ethanolic solutions of aromatic aldehydes, malononitrile, and primary amines in the presence of Lewis acids as catalysts such as AlCl3, ZnCl2, and FeCl3. e reaction mixture was refluxed for 6 h using different molar ratios 1 : 2 : 1, 1 : 2 : 2, and 1 : 2 : 3, respectively. e desired products were obtained with the molar ratios of 1 : 2 : 3 in moderate yields (Table 1, entries 13–21)
Summary
Multicomponent reactions (MCRs) have drawn high efforts in recent years owing to exceptional synthetic efficiency, high selectivity, and procedural simplicity [1,2,3,4,5,6]. Pyridine derivatives have showed a broad spectrum of biological activities such as antimitotic agents [12], anti-inflammatory substances [13], and anticonvulsants [14] They regulate arterial pressure [15] and cholesterol level in blood [16]. Most of the existing studies on 2-amino-4-aryl-6-substituted pyridine-3,5-dicarbonitrile derivatives [22] were synthesized by ZnCl2-catalyzed multistep methods [23] and one-pot multicomponent reactions [24] with good yield. E pyridine derivatives were obtained in good yield using solvent and catalyst-free condition under the fusion condition Aminopyridine derivatives and their corrosion inhibition properties were evaluated by weight loss measurements of steel with different concentrations of inhibitors
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