Synthesis, spectral characterization and antimicrobial activity of some new azo dyes derived from 4,6-dihydroxypyrimidine

A number of new azo disperse dyes were synthesized by coupling 4,6-dihydroxypyrimidine with diazonium salts derived from 4-methoxy aniline, N-(4-amino phenyl) acetamide, 3- and 4-methyl aniline, 2-trifluoromethyl aniline, 4-flouoroaniline, 4-cyanoaniline, 4-amino acetophenone, 4-nitroaniline, 2-brom...

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Bibliographic Details
Published in:Journal of molecular liquids 2012-05, Vol.169, p.21-26
Main Authors: Yazdanbakhsh, M.R., Yousefi, H., Mamaghani, M., Moradi, E.O., Rassa, M., Pouramir, H., Bagheri, M.
Format: Article
Language:English
Subjects:
Antimicrobial activity
Azo dye
Dihydroxypyrimidine
Pyrimidine dye
Solvent effect
Substituent effect
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Summary:A number of new azo disperse dyes were synthesized by coupling 4,6-dihydroxypyrimidine with diazonium salts derived from 4-methoxy aniline, N-(4-amino phenyl) acetamide, 3- and 4-methyl aniline, 2-trifluoromethyl aniline, 4-flouoroaniline, 4-cyanoaniline, 4-amino acetophenone, 4-nitroaniline, 2-bromo-4-methyl aniline and 4-amino azobenzene. Spectroscopic data of these dyes, dissolved in six polar solvents, were measured. The effects of acid, base, temperature and concentration on the visible absorption spectra of the dyes are also reported. The structures of all compounds were confirmed by FT-IR spectra, electronic absorption spectra in UV and visible regions, 1H NMR, mass spectroscopy and elemental analysis. In addition, the antimicrobial activity of the dyes was examined in detail. ► Preparation of some new azo disperse dyes derived from 4,6-dihydroxypyrimidine. ► Characterization and evaluation of solvathochromic properties. ► Effects of temperature and concentration. ► Antimicrobial activity were studied.
ISSN:0167-7322
1873-3166
DOI:10.1016/j.molliq.2012.03.003