Quantification of Synthetic Amino-Nitroquinoxaline Dyes: An Approach Using Image Analysis

AUTOR(ES)

Silva, Lilian C. da, Lima, Djalan F. de, Silva, Janine A., Morais, Camilo L. M. de, Albuquerque, Brunno L., Bortoluzzi, Adailton J., Domingos, Josiel B., Araújo, Renata M., Menezes, Fabrício G., Lima, Kássio M. G.

FONTE

J. Braz. Chem. Soc.

DATA DE PUBLICAÇÃO

2016-06

RESUMO

This paper describes the use of digital imaging acquired from a conventional desktop scanner for characterization of newly synthesized amino-nitroquinoxaline dyes. The synthetic protocol was based on reactions of building block 2,3-dichloro-6,7-dinitroquinoxaline with aliphatic amines and experiments based on image analysis were carried out with compounds in solution (96-microwell plates) and/or adsorbed on silica (thin-layer chromatography (TLC) plates). Three main goals were achieved: firstly, compounds 2-chloro-6,7-dinitro-3-pyrrolidinoquinoxaline and 6,7-dinitro-2,3-dipyrrolidinoquinoxaline had their concentration predicted in dimethyl sulfoxide (DMSO) solution, as a mixture. Secondly, TLC studies were performed to build a kinetic profile in attempt to monitor reaction involving conversion of 2-chloro-6,7-dinitro-3-pyrrolidinoquinoxaline into 6,7-dinitro-2,3-dipyrrolidinoquinoxaline. Lastly, image analysis and UV-Vis spectroscopy were applied to study the interaction of 2,3-di-n-butylamino-6,7-dinitroquinoxaline with hydroxide anion in DMSO. These approaches based on digital image characterization were successfully implemented in qualitative and quantitative analysis of organic dyes.

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