Synthesis, Characterization and Biological Evaluation of Some 6-Methoxy-2-mercaptobenzimidazole Derivatives
Keywords:
4-methoxy aniline, benzimidazole, Antifungal activity, heterocycle, antimicrobialAbstract
N-(4-methoxy phenyl) acetamide was prepared from acylation of para methoxy aniline which
on further processes such as nitration followed by hydrolysis reduction finally cyclization with 4-methoxyphenylenediamine and carbon disulfide in presence of potassium hydroxide in ethanol to afford compound (5)which was treated with hydrazine hydrate in presence of potassium hydroxide in ethanol to obtain 6-methoxy-2-hydrazino benzimidazole MBI (6)was then treated with substituted aromatic aldehydes in presence of ethanol to obtained Schiff bases(6a-d).The new 6-methoxy-2-mercaptobenzimidazole derivatives (8a-b) are synthesized by Mannich reaction from 6-methoxy -2-mercapto benzimidazole by reaction between secondary amine and formaldehyde. 2-(2-ethyl-1-methyl-5-nitro-1H-imidazol-4-ylthio)-6-methoxy-benzimidazole (9) was synthesized from the reaction of compound MBI with 1-methyl-2-ethyl-4-chloro-5-nitroimidazole. Some the synthesized compounds are confirmed by Melting points, FT-IR, 1H-NMR spectral and are evaluated for Anti-bacterial activity against Escherichia coli, Pseudonas aeruginosa , Staphylococcus aureus, Staphylococcus pyogenes
and Anti-fungal activity against.Candida albicans .Microsporum canis, Aspergillus fumigates.