Synthesis and antimicrobial activity of 6-bromo-1-butyl-3-ethoxycarbonyl-2-(4-chloro-phenoxy) methyl-5-(4-phenyl-5-mercapto-1,2,4-triazol-3-yl) methoxyindole
Gs. Gadaginamath et Sa. Patil, Synthesis and antimicrobial activity of 6-bromo-1-butyl-3-ethoxycarbonyl-2-(4-chloro-phenoxy) methyl-5-(4-phenyl-5-mercapto-1,2,4-triazol-3-yl) methoxyindole, I J HET CHE, 9(1), 1999, pp. 39-42
6-Bromo-1-butyl-3-ethoxycarbonyl-5-ethoxycarbonylmethoxy-2-methylindole (2)
was brominated regioselectively with NBS in presence of benzoylperoxide in
CCl4 to secure 2-bromomethylindole derivative (3), which was then reacted
with 4-chlorophenol to get corresponding 2-(4-chlorophenoxy) methylindole d
erivative (4). Hydroysis of compound (4) by ethanolic NaOH gave the diacid
(5). Indole diester (4) was reacted with hydrazine hydrate to give exclusiv
ely 3-ethoxycarbonylindoie-5-yloxyacetic acid hydrazide (6) which was treat
ed with phenylisothiocyanate followed by NaOH (4%) solution to obtain the d
esired 6-bromo-1-butyl-2-(4-chlorophenoxy) methyl-3-ethoxy carbonyl-5-(4-ph
enyl-5-mercapto-1,2,4-triazol-3-yl) methoxyindole (9). All the newly synthe
sized compounds were screened for their antimicrobial activities.