Synthesis of Sulfadiazine Type Antibacterial Reactive Dyes

Novel reactive dyes having antibacterial properties were synthesized by introducing sulfase, -$NHSO_2$-, which is well known as antibiotics to reactive dyes. An intermediate compound was prepared by a coupling reaction of the diazonium salt of sulfadiazine with the condensation product of 8-amino-1-naphthol-3,6-disulfonic acid (H-acid) and cyanuric chloride. A reaction of the intermediate compound and sodium 4-aminophenyl-${\beta}$-sulfatoethyl sulphonate (p-Base) afforded a new reactive red dye of monochlorotriazine type. To synthesize reactive blue dyes of vinyl sulfone type, another intermediate compound was prepared by a coupling reaction of the diazonium salt of p-Base with H-acid, followed by the second coupling reaction of the diazonium salt of sulfadiazine or silver sulfadiazine with the intermediate compound. The synthesized dyes were characterized using a high performance liquid chromatography and various spectroscopic analyses such as UV/Vis, FT-IR, energy dispersive X-Ray, and inductively coupled plasma.

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