G. S. Gadaginamath, S. Patil
Jun 11, 2002
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0
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Journal
ChemInform
Abstract
6-bromo-1-butyl-3-ethoxycarbonyl-2-methylindol-5-yloxyacetonitrile (2) was prepared by reacting 5-hydroxyindole with chloroacetonitrile in refluxing acetone with K 2 CO 3 and catalytic amount of KI. Compound 2 was then subjected to regioselective bromination with NBS in presence of dibenzoyl peroxide in CCl 4 to yield exclusively 6-bromo-2-bromomethyl-1-butyl-3-ethoxycarbonylindol-5-yloxyacetonitrile (3) which was condensed with N-methyl-N-phenylamine to obtain 2-(N-methyl-N-phenylamino)methylindol-5-yloxyacetonitrile (4). The 5-(1,2,3,4-tetrazol-5-yl)methoxyindole (5) was prepared by heating compound 4 at reflux with sodium azide, lithium chloride and ammonium chloride in DMF. All the newly prepared compounds were screened for their antimicrobial activities.