Synthesis Essay : 25 Di ( 2h 1

886 WordsMar 25, 20164 Pages
ABSTRACT The titled 2,5-Di(2H-1-benzo/naphthopyran-2-one-4-yl)thiazolo[5,4-d]thiazole have been synthesized from formylcoumarins and rubeanic acid. Compounds characterized on the basis of IR, 1H NMR and mass spectrometric data. Some of the compounds evaluated for antimicrobial activity against E. Coli and S. Typhi. Key Words: Rubeanic acid, thiazolo[5,4-d]thiazoles and antimicrobial activity. INTRODUCTION Benzothiazoles are heterocyclic compounds with multiple application and although they have been known from long ago to be biologically active.1-3 Recently, Racane et al4 have described the synthesis of bis-subsituted amidinobenzothiazoles as potential anti-HIV agents. The condensation of dithio-oxamide with aromatic aldehyde was described by Ephraim.5 More recently, Johnson and Ketcham6 studied the reaction and established the structure of the resulting parent heterocycles as thiazolo[5,4-d]thiazoles. Taking the advantage of thiazole as biological active, we also have attempted to explore the possibility of generation of antimicrobial activity in 2-(2H-1-benzopyran-2-one-4-yl)thiazolo[5,4-d]thiazoles 7-12, 16-18. These compounds were synthesized from formylcoumarins7 and rubeanic acid depicted in Scheme I and elemental analysis of synthesized compounds is summarized in Table I. EXPERIMENTAL Rubeanic acid was purchased from sigma aldrich chemical company. 1H NMR spectra were recorded on a Mercury (300 MHz) spectrometer with TMS as internal standard. Mass spectra

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