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Synthesis and antifungal study of novel fluoro-benzothiazole derivatives

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N-{6-fluoro-7-[(substituted)-amino] 1, 3-benzothiazole-2-yl}-2-nitrobenzamides; N-{6-fluoro-7-[(substituted)-amino] 1, 3-benzothiazole-2-yl}-3-nitrobenzamides and N-{6-fluoro-7-[(substituted)-amino] 1, 3-benzothiazole-2-yl}-4-nitrobenzamides derivatives were synthesized. The synthesized compounds were screened for antifungal activity at two different concentrations (50μg/ml, 100μg/ml) against Candida albicans and Aspergillus niger by cup plate method (diffusion technique) using Griseoflavin as standard.RESULTAND DISCUSSTIONIn present work, fluorochloro aniline was treated with potassium thiocynate in presence of bromine in glacial acetic acid and ammonia to get 2-amino-6-fluro-7-chloro (1, 3)-benzothiazole which was condensed with 2 (3 or 4)-nitrobenzoylchloride acid in presence of dry pyridine and acetone to get N-(7-chloro-6-fluoro-1, 3-benzothiazole-2-yl)-2 (3 or 4)-nitrobenzamides. To the above product 2-chloroaniline, 3-chloroaniline, 4-chloroaniline, o-toludine,m-toludine, p-toludine, 2-nitroaniline, 3-nitroaniline, 4-nitroaniline, 2- aminophenol, 3-aminophenol, 4-aminophenol, 2-anisidine, 3-anisidine and 4-anisidine in presence of DMF were treated to get newly synthesized N-{6-fluoro-7-[(substituted)-amino] 1, 3-benzothiazole-2-yl}-4-nitrobenzamides derivatives through replacing at 7th position chlorine. Reaction progress was monitored by thin layer chromatography.Melting points of the synthesized compounds were determined in open capillaries and showed a minute change after recrystallisation. IR spectra (KBr pellet technique) were recorded using a SHIMADZU (8400S), spectrophotometer.

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2016-05-15
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