Synthesis, characterization and spectroscopic properties of some new heterocyclic azo dyes derived from 2-amino-4,6-dimethylpyrimidine

Dyes play an essential role in human history and widely use in various fields, such as coloring fiber, cosmetics, pigments, photoelectronic and other advanced application industries. Among them, heterocyclic azo dyes attract considerable interest for their application as ligands which form complexes with transition metals, produce important colorimetric sensor for cations and anions, etc. In this class of azo dyes, pyrimidine and pyridone derivatives are relatively recent heterocyclic intermediates for the preparation of aryl-azo dyes.1,2 In this study, a series of new azo dyes by linking 2-amino-4,6-dimethylpyrimidine (1) and various aniline derivatives was synthesized (Fig. 1). The structure of all compounds was confirmed characterized by Fourier transform-infrared spectroscopy (FT-IR), Proton magnetic resonance (1H-NMR) and Ultraviolet-visible spectroscopy (UV-Vis). Comparison of absorption maxima (λmax) by the introduction of substituents factors situation with ±I and ±M effects on diazonium salt component in two different solvents (Ethanol and DMSO) have been studied.

Keywords:

Diazo-coupling dyes , Heterocyclic azo dyes , Pyrimidine azo dyes , 2-Amino-4 , 6-dimethylpyrimidine.