Facile Synthesis of Some Novel Tetrasubstituted 2,4‐Diaminopyrimidine Derivatives in Aqueous Glucose Solution as a Fully Green Medium and Promoter

Abstract

A novel environmentally benign method toward the synthesis of some novel tetrasubstituted 2,4‐diaminopyrimidine derivatives using an aqueous glucose‐mediated one‐pot three‐component reaction of malononitrile with various benzaldehyde and amidine derivatives is reported. Some pyrimidine derivatives possessing α‐amino acid moiety were synthesized by the present protocol for the first time. This protocol offers advantages including facile reaction conditions, using naturally occurring glucose as promoter and water as solvent, simple work‐up, relatively short reaction times, and high yields of the products.

Adsorption of 4-aminopyrimidine at the R-AgLAFE/chlorate(VII) interface. Comparison of the adsorption properties of various water activity as well as different surfactants

“…This suggests changes in the interactions between the 4-APM and SDS molecules associated with the competitive adsorption between them (Baars et al 1994;Gugała-Fekner et al 2015). There should be also mentioned the possibility of a synergetic effect associated with the formation of mixed micelles in the basic electrolyte solution (Aryan et al 2016). The changes of the surface tension values at the potential of zero charge Yz decrease (Table 2) are significantly greater in the presence of detergents compared to the basic electrolyte solution containing only 4-APM which is associated with the formation of mixed 4-APM -SDS adsorption layers.…”

“…It is also a substrate in the enzymatic reactions (Nemeria et al 2009). In addition, its analogues have shown activity as drugs against Alzheimer's disease, with the ability to cross the blood-brain barrier (Aryan et al 2016).4-APM itself possesses good bioavailability as well as potential microbial activity (Venturini Filho et al 2021). It is also one of the precursors of nucleic acids and occurs in living organisms as part of metabolic processes (Balakrishnan et al 2012).…”

Use of Monosaccharides in Metal-Catalyzed Coupling Reactions

“…Monosaccharides can also be added to organic transformations to act as reductants for chemical process that occur in the absence of catalyst , or to reduce a metal precatalyst to the necessary oxidation state in situ so that the reaction can proceed. This concept has been employed for a variety of reactions such as dehalogenations, reductions − and coupling processes.…”

Intramolecular homolytic substitution in selenoxides and selenones

“…163 Monosaccharides can also be added to organic transformations 164 to act as reductants for chemical process that occur in the 165 absence of catalyst 60,61 or to reduce a metal precatalyst to the 166 necessary oxidation state in situ so that the reaction can proceed. This concept has been employed for a variety of 168 reactions such as dehalogenations, 62 69 Additionally, a four component 182 process resulted in the efficient formation of 3-phenyl-2-[4-{(1-phenyl-1H-1,2,3-triazol-4-yl)methoxy}phenyl]thiazolidin-4ones 29 from readily available starting materials (Scheme 8b).…”