Abstract
Abstract 4-Methyl-2-hydroxy quioline (carbostyril) (8) was prepared via cyclization of acetoacetanilide in presence of concentrated sulfuric acid. The ester (9) was synthesized from the reaction of (8) with ethyl bromo acetate The hydrizide (10) was prepared from the reaction of ester (9) with hydrazine hydrate. 1- Formal hydrazine (11) was prepared from the reaction of hydrized with formic acid 98%. Cyclization of (11) with P2o5 give 1, 3, 4-substituted oxadiazole (12).The hydrazide (10) was used also for the preparation of thiosemicarbazide derivatives (13-15) , some substituted 1,3,4-oxadiazole (16-18)synthesized from cyclization of thiosemicarbazides using mercuric oxide, the hydrazide was used also in the preparation of substituted 1,3,4- oxadiazole (19-24) through its reaction with various carboxylic and in the presence of phosphoric acid. Also oxadiazole-5- one compound (25) was synthesized from the reaction of hydrized with phosgene dissolved in toluene. The hydrazide (10) was reacted with carbon disulfide in alcoholic base medium to produce the 1,3,4- oxadiazole- 5- thiole(26) and 1,3,4-oxadiazole -5- methylthio (27 ) were synthesized from the reaction of compound (26 ) with methyl iodide in presence of sodium acetate. To complete the plan of study, 2, 5-disbstituted 1, 3, 4-oxadiazole (28) were synthesized from the reaction of ester (9) with hydrazide (10) in the presence of phosphoric acid.