Synthesis and characterization of novel reactive dyes with simultaneous insect-repellent and anti-bacterial properties

N,N-Diethyl-m-toluamide (DEET) is widely used as an insect-repellent. Sulfonamides are an important class of anti-bacterial drugs. In order to combine the strength of anti-bacterial activities of sulfonamides and insect-repellent property of DEET, three azo reactive dyes were designed and synthesized. To do this, the diazoniom salts of sulfonamides viz. 4-amino-N-(4-methyl-2-pyrimidinyl) benzene sulfonamide, 4-amino-N-(4-dimethyl-2-pyrimidinyl) benzene sulfonamide and 4-amino-N-(4,6-dimethyl-2-pyrimidinyl) benzene sulfonamide were prepared using HCl and NaNO₂. The resulting diazoniom salts were then coupled to the coupling component containing N,N-diethyl-m-toluamide to produce the novel dyes. The synthesized dyes were filtered off and then purified. To investigate and analyze the dyes, analytical methods such as ¹H-NMR, FTIR, UV-visible spectroscopy, and elemental analysis were used. Consequently, the anti-bacterial activities of dyes were measured with E. coli and P. aeruginosa as a Gram-negative strain and S. aureus and S. mutans as a Gram-positive strain according to MIC method. The insect-repellent efficacy of the dyes was studied using standard methods for Anophle mosquito repellent. The results confirmed anti-bacterial and insect-repellent activity of the dyes.