Green Synthesis, Printing Performance, and Antibacterial Activity of Disperse Dyes Incorporating Arylazopyrazolopyrimidines

摘要

Novel heterocyclic arylazo-disperse dyes containing pyrazolo[1,5-a]pyrimidine structures were prepared via conventional refuxing and microwave heating. Starting from cyanoacetic acid, 4-arylazo-2H-pyrazol-3-ylamine was obtained from a sequence of reactions. Tis pyrazole intermediate aforded the target arylazo-pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-a] pyrimidin-7-ones upon cyclization with 3-piperidinylacrylonitrile, ethyl acetoacetate, ethyl(arylhydrazono)acetoacetates, or (arylhydrazono)propanals. Te structures of these compounds were confrmed by ~1 H and ~(13) C nuclear magnetic resonance (NMR) spectroscopy, mass spectroscopy, infrared (IR) analysis, and elemental analysis. Te disperse colorants produced were applied to printing on polyester fabrics to give satisfactory results. All the synthesized products were tested as antimicrobial agents. Most compounds exhibited relatively strong antibacterial activity against a panel of Gram-positive and Gram-negative bacteria.