Synthesis and Characterization of New Heterocyclic Derived from Pyromellitic Dianhydride

Abstract

  In this work two moles of 2-amino benzothiazole were allowed to react with one mole of pyromellitic dianhydride to produce N,N‾-Bis-(benzathiazol-2-yl) pyromellitamic diacid [I] which was submitted to esterification via the reaction with dimethyl sulphate in sodium carbonate in acetone as a solvent to synthesize N,N‾-bis-(benzothiazol-2-yl) pyromellitam diacetate [II] .This ester  was used to produce  novel  compounds through  two paths :- Path one:- Reaction of ester [II] with hydrazine in ethanol as a solvent to form the corresebonding  N,N‾-bis (benzothiazole-2-yl) –pyromellitamic acid hydrazide [III] which react with acetyl acetone in ethanol or with phthalic anhydride in dioxane to yield new pyrazole, N,N‾-bis[(2-amidobenzothiazol) 3,5-dimethyl pyrazole] pyromellitic [IV] . and new imide; N,N‾-bis-[(2-amidobenzothiazol)-amido phthalimide] pyromellit [V]  respectively. Path two:-  Reaction of ester [II]  with thiosemicarbazide to form bis [N,N‾(2amidobenzothiazole) thiosemicarbazide] pyromellitic acid [VI] ,which is converted to triazole. bis[N,N‾ (2-amido benzothiazol) 1,2,4-triazole -3-yl] pyromellit [VII] under basic condition treatment of  the last product with different  alkyl halides to give new series of thioalkyl triazoles;  bis [N,N-(2-amido benzothiazole)-5-thio alkyl 1,2,4-triazole-3-yl] pyromellit[VIII]n  All the above compoundes were characterized by  their melting points, elemental analysis  and by  their spectral data,FTIR and 1HNMR for (some of them).