Synthesis and spectroscopic studies of substituted 6,7-dihydrocyclopentapyrimidin-2-amine compounds via one-pot method

Abstract

In this study, some new substituted pyrimidine derivatives which are considered that may possess biological activity have been obtained via one-pot three-component reactions. These reactions, which are carried out using the method of multicomponent reactions (MCRs), proceed as domino processes, making them easier to occur than the conventional multistep organic reactions. This method enables new organic molecules to be synthesized in one-pot, using a minimal amount of time and number of trials. Cyclocondensation of each of the previously substituted cyclic ketones with hetaryl carboxaldehydes and guanidine was achieved by the technique of one-pot multicomponent reaction; and structures of all the synthesized compounds (4-(thiophen-2-yl)-7-(thiophen-2-ylmethylidene)-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2-amine (4a), 4-(3-methylthiophen-2-yl)-7-[(3-methylthiophen-2-yl)methylidene]-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2-amine (4b) and 4-(5-methylthiophen-2-yl)-7-[(5-methylthiophen-2-yl)methylide ne]-6,7-d hydro-5H-cyclopenta [cl]pyrimidine-2-amine (4c)) have been determined and characterized by ultraviolet, infrared, nuclear magnetic resonance, mass spectral data and elemental analysis. All the new synthesized compounds were evaluated for their antibacterial and antifungal activity. (C) 2018 Elsevier B.V. All rights reserved.