Abstract
In this paper the synthesis of some substituted 1,3,4-oxadiazoles,
1,3,4-thiadiazoles and 1,2,4-triazoles was achieved. 2-(2,3-dimethyl
phenyl amino) benzoic acid was esterified to its ethyl ester by its reaction
with absolute ethanol in presence of concentrated sulfuric acid. The ethyl
ester was treated with hydrazine hydrate in ethanol to give the
corresponding hydrazide. The hydrazide was converted to substituted
thiosemicarbazide by its reaction with ammonium thiocyanate. The
thiosemicarbazide was treated with sodium hydroxide solution and with
sulfuric acid to give 5-(2,3-dimethyl phenyl amino phenyl)-1,2,4-triazole3-thiol and 2-(2,3-dimethyl phenyl amino phenyl)-5-amino-1,3,4-
thiadiazole respectively. The acid hydrazide was treated with substituted
benzaldehyde to give hydrazones which cyclized to disubstituted 1,3,4-
oxadiazole, while the reaction of hydrazide with formic acid followed by
cyclization of formyl hydrazine by PbO2 to give monosubstituted 1,3,4-
oxadiazole. Finally, treatment of hydrazide with carbon disulfite in
alcoholic potassium hydroxide gave 2-(2,3-dimethyl phenyl amino
phenyl)-1,3,4-oxadiazole-5-thiol. The structures of the synthesized
compounds were confirmed by physical and spectral means.
1,3,4-thiadiazoles and 1,2,4-triazoles was achieved. 2-(2,3-dimethyl
phenyl amino) benzoic acid was esterified to its ethyl ester by its reaction
with absolute ethanol in presence of concentrated sulfuric acid. The ethyl
ester was treated with hydrazine hydrate in ethanol to give the
corresponding hydrazide. The hydrazide was converted to substituted
thiosemicarbazide by its reaction with ammonium thiocyanate. The
thiosemicarbazide was treated with sodium hydroxide solution and with
sulfuric acid to give 5-(2,3-dimethyl phenyl amino phenyl)-1,2,4-triazole3-thiol and 2-(2,3-dimethyl phenyl amino phenyl)-5-amino-1,3,4-
thiadiazole respectively. The acid hydrazide was treated with substituted
benzaldehyde to give hydrazones which cyclized to disubstituted 1,3,4-
oxadiazole, while the reaction of hydrazide with formic acid followed by
cyclization of formyl hydrazine by PbO2 to give monosubstituted 1,3,4-
oxadiazole. Finally, treatment of hydrazide with carbon disulfite in
alcoholic potassium hydroxide gave 2-(2,3-dimethyl phenyl amino
phenyl)-1,3,4-oxadiazole-5-thiol. The structures of the synthesized
compounds were confirmed by physical and spectral means.