Design and synthesis of two sulfathiazole derivatives using a three-component system

Two sulfonamide derivatives were synthetized using a three-component system; in the first stage the compound 4-{[(2-hydroxy-naphtalen-1-yl)-phenyl- methyl]-amino}-N-thiazol-2-yl-benzenesulfonamide (4) was obtained by the reaction of β-naphtol, benzaldehyde and sulfathiazole (3) in ethanol. The second stage was achieved by the reaction of 3 with 1-hexyne and benzaldehyde using cupric chloride as a catalyst to form 4(hex-1-ynyl-phenyl-amino)-N- thiazol-2-yl-benzenesulfonamide (6). The structure of the compounds obtained was confirmed by elemental analysis, spectroscopy and spectrometry data. The proposed method offers some advantages such as good yields, simple procedure, low cost, and ease of workup.