Six new water insoluble azo-azomethine dyes have been synthesized via condensation reaction of α,α′-bis(o-aminophenylthio)-1,2-xylene with substituted azo-coupled salicylaldehyde. The condensation reaction provides the expected bis-iminated azo-azomethine dyes in good yields, ranging from 59% to 90%. The dyes have been characterized by IR, UV–Vis and 1H NMR spectroscopic methods as well as elemental analysis. The thermal behavior of the prepared dyes has been determined using thermogravimetry technique. Furthermore, the effect of various organic solvents with different polarities on the UV–Vis spectra of the dyes has been also studied.