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  • Chem Sci Trans., 2013, 2(2),  pp 473-478  

    DOI:10.7598/cst2013.414

    Research Article

    Synthesis, Structural Study and Antimicrobial Screening of Substituted Bis-benzothiazole Derivatives

  • PRADIP P. DEOHATE
  • P. G. Department of Chemistry, Shri Radhakisan Laxminarayan Toshniwal College of Science, Akola-444001, India
  • Abstract

    A series of {4-[4-(6-substituted-benzothiazol-2-yl-amino)-3-carboxy-benzyl]-2-carboxy-phenyl}-6-substituted-benzothiazol-2-yl-amines have been synthesized by oxidative cyclization of 1-{4-[4-(3-aryl thiocarbamido)-3-carboxy-benzyl]-2-carboxy-phenyl}-3-aryl thiocarbamides using the solution of bromine in chloroform followed by the basification with dilute ammonium hydroxide solution. Initially 1-{4-[4-(3-aryl thiocarbamido)-3-carboxy-benzyl]-2-carboxy-phenyl}-3-aryl thio-carbamides were prepared by the interaction of different aryl isothiocyanates with 4,4-methylene-bis-(anthranilic acid). The latter was obtained by treating the mixture of anthranilic acid and concentrated hydrochloric acid with 3% aqueous formaldehyde followed by neutralization with sodium hydroxide. The acetylation of bis-benzothiazoles afforded di-acetyl derivatives. The structures of synthesized compounds have been established on the basis of chemical transformation, elemental analysis, equivalent weight determination and IR, 1H NMR spectral studies. The title compounds have been assayed for their biological activity against gram-positive as well as gram-negative microorganisms.

    Keywords

    Synthesis, Structural study, Antimicrobial screening, Bis-benzothiazoles

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