Cycloaddition involving activated isothiocyanate: Synthesis and antimicrobial activities of thiazine, pyrimidine and pyridine derivatives

Amira A.Ghoneim*, Mohamed G.Assy, Enaiat K.Mohamed, Islam Ragab
Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egypt

A B S T R A C T
Aniline was added to acylisothiocyante [1] to produce 1,3-thiourea derivative [2]. Allowing compound [2] to react with sodium ethoxide, at room temperature resulted in thiazine cyclization affofding [3]. Refluxing 2 in sodium ethoxide afforded the pyrimidine derivative [4]. Cyclization of heteroallene [1] using phenylenediamine [5] afforded benzimidazolo pyrimidine derivative [7].  enaminones of type [8] and compound undergo [3+3] cycloaddition producing pyridine derivative [9]. While enaminone of type [12] afforded acetyl pyrimidine derivatives [13]. Finally the reaction of compound 1 was allowed to react with aminoesrer producing thiophene derivative [16]. The structures of the synthesized compounds have been deduced from their elemental analysis and spectral data. The synthesized compounds were screened for antibacterial and antifungal activities.
Keywords: Acylisothhiocyanate, thiazine, benzimidazole, thiophene, antifungal activities.