Synthesis and Antimicrobial Activity of New 6‐Bromo‐1‐butyl‐3‐ethoxycarbonyl‐2‐(N‐methyl‐N‐phenylamino)methyl‐5‐ (1,2,3,4‐tetrazol‐5‐yl)methoxyindole.

doi:10.1002/CHIN.200223145

Paper

Synthesis and Antimicrobial Activity of New 6‐Bromo‐1‐butyl‐3‐ethoxycarbonyl‐2‐(N‐methyl‐N‐phenylamino)methyl‐5‐ (1,2,3,4‐tetrazol‐5‐yl)methoxyindole.

Published Jun 11, 2002 · G. S. Gadaginamath, S. Patil

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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.

Study Snapshot

New compounds 6-bromo-1-butyl-3-ethoxycarbonyl-2-methylindol-5-yloxyacetonitrile and 2-(N-methyl-N-phenylamino)methyl-5-(1,2,3,4-tetrazol-5-yl)me

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Synthesis and Antimicrobial Activity of New 6‐Bromo‐1‐butyl‐3‐ethoxycarbonyl‐2‐(N‐methyl‐N‐phenylamino)methyl‐5‐ (1,2,3,4‐tetrazol‐5‐yl)methoxyindole.

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