Design, Synthesis, Characterization and Biological Evaluation of 6-Methoxy-2-aminobenzothioate derivatives against certain bacterial strains.

Juber, Ahmood Kh.; Hamed, Ahmed Solaiman; Khalil, Ahmed Moussa

doi:10.21608/ejchem.2020.24849.2474

Design, Synthesis, Characterization and Biological Evaluation of 6-Methoxy-2-aminobenzothioate derivatives against certain bacterial strains.

Document Type : Original Article

Authors

¹ Department Of Chemistry, College of Science, University of Tikrit, Iraq.

² Department Of Chemistry, College of Science, University of Fallujah, Iraq

³ Radiology Department/ University of AL-Qalam , College, Iraq.

10.21608/ejchem.2020.24849.2474

Abstract

The current work reports the synthesized and biological evaluation of 6-methoxy-2-amino benzothiazole (A1), which was prepared via reaction p-Ansidine with ammonium thiocyanate followed by the oxidative ring closure of the resultant thiourea with a catalytic amount of bromine, in the alkaline medium.
The resulting compound(A1) underwent condensation reactions with various kinds of aldehydes to produce Hydrazones (A3a- d).
6-methoxy2-hydrazinobenzothiazole (A2) was prepared through the reaction of the compound (A1) with 99.9 % hydrazine hydrate in the presence of concentrated HCl and ethylene glycol solution.
After that, the compound (A2) was reacted with ethyl acetoacetate in alcohol to yield corresponding pyrazole-6-methoxybenzothiazole (A4).
Moreover, the compound (A2) was reacted with 4- substituted aromatic aldehydes in absolute ethanol to create Hydrazones (A5a-d). Synthesized compounds were investigated as anti-bacterial activity against five microorganisms:(Gram-positive: Bacillus subtilis & Staphylococcus aurea). (Gram-negative: Pseudomonas aeruginous Escherichia coli and Enterobacter)

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