Preparation of a number of heterocyclic compounds derived from benzotrazole

Abstract

ABSTRACT In this thesis, a number of heterocyclic compounds with five-memberd , such as substituted oxadiazole , thiadiazole , pyrazole , iso andoline-1,3-dione , also the preparation of pyrroline and pyrrolidine compounds . The ester compound (1) was synthesized from the reaction of benzotriazole with ethyl chloroacetate. The hydrazide (2) was prepared from the reaction of ester (1) with hydrazine hydrate , 1,3,4- Oxadiazole-5-thiol (3) was synthesized from the reaction of hydrazide (2) with carbon disulfide in potassium hydroxide , 2,5-disubstituted 1,3,4-oxadiazole (4) compounds was prepared by reaction of ester (1) with hydrazide (2) in presence phosphorus oxychloride , while treatment of the hydrazides with substituted benzoic acid (4-chloro and 2-nitro) in the presence of phosphorous oxachloride gave disubstituted 1,3,4-oxadiazole (5,6) , Pyrazolone (7) was synthesized from the reaction of hydrazide (2) with methyl acetoacetate , The pyrazole (8) was synthesized from the reaction of hydrazide (2) with acetyl acetone , 2-(benzotriazolyle acetamido) iso andoline-1,3-dione (9) compounds was prepared by reaction of hydrazide (2) with phthalic anhydride , pyrroline-2,5-dione (10) was prepared from the reaction of hydrazide (2) with malic anhydride , pyrrolidine-2,5-dione (11) was prepared from the reaction of hydrazide (2) with succinic anhydride , 2-Amino-1,3,4-thiadiazole (13) was prepared from the reaction of acid (12) with thiosemicarbazide in phosphorus oxychloride , Physical and available spectral were used to confirm structures .

Keywords

• preparation
• heterocyclic compounds
• benzotrazole