Synthesis and Study of Some fused Substituted 1,3,4-Thiadiazoles and 1,2,4-Triazoles from 4-Chloro- phenoxy acetic acid and 2,4-dichlorophenoxy acetic acid

In this work the synthesis of some substituted 1,2,4-triazoles and five ring system's reported. 2-(4-Chlorophenoxy) acetic acid (S₁) was synthesis from corresponding substituted phenol by its reaction with chloroacetic acid in sodium hydroxide solution, the acids (Q₁ and S₁) esterified with methanol and sulfuric acid to give esters (Q₂ and S₂) which converted to acid hydrazides (Q₃ and S₃) by their reaction with hydrazine hydrate in ethanol.<br /> The acid hydrazides (Q₃ and S₃) were treated with carbon disulfide in potassium hydroxide solution to give potassium salts (Q₄ and S₄) the formed salts were treated with hydrazine hydrate to give substituted 4-amino-1,2,4-triazoles (Q₅ and S₅).<br /> 4-Amino-1,2,4-Triazole (Q₅ and S₅) were converted to (Q₆and S₆), (Q₉and S₉) and (Q₁₀and S₁₀) by treating with CS₂in pyridine, urea and chloroacetic acid. While reaction of 4-amino-1,2,4-triazole (Q₅ and S₅) with phenyl isothiocyanate gave thiosemicarbazide derivatives (Q₇ and S₇) that converted to<em> N</em>-phenyl substituted 1,2,4-triazole (Q₈ and S₈).<br /> The structures of the synthesized compounds were confirmed by physical and spectral data.