Synthesis of aryl hydrazone derivatives for α-naphthalide and benzothiazolide
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Abstract
Three series of new N-(α–naphthyl-2-(aryl hydrazono)-3-oxo butanamide, N-(6-chloro) benzothiazol-2-yl)-2-(aryl hydrazono)-3- oxo butanamide and N-(6-methyl) benzothiazol-2-yl)-2-(aryl hydrazono)-3- oxo butanamide were synthesized in two steps derived from α-naphthyl amine, 2-aminobenzothiazole. : The first step was involved the reaction of different fused aromatic amines (α-naphthyl amine, 6-chloro-2-aminobenzothiazole and 6-methyl-2- aminobenzothiazole) with methyl acetoacetate at (160-170) 0C by using modern method to provide greatly improved yields. In the second step arenediazonium chloride was added to [3-oxo-butanamide derivatives] in basic solution at (0-5) 0C to get ten new dyes of aryl hydrazono derivatives. These synthesized compounds were characterized by FT-IR, 13C-NMR, 1H-NMR, UV-Visible spectroscopy, and by measuring their melting points, and solubility.
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