Synthesis, characterization and crystal structure of pentyl 2-(1H-indole-2-carboxamido)benzoate

Abstract

Pentyl 2-(1H-indole-2-carboxamido)benzoate (5) is obtained in good yield as stable crystals by reaction of pentyl 2-amino benzoate (6) with indole-2-carbonyl chloride acid (7) in the presence of pyridine. The crystal structure of 5 confirms the presence of intramolecular hydrogen bonding (N-H…O) which produces a six-membered ring, and the molecules are linked together by intermolecular hydrogen forces (N-H…O).

Keywords

• Carboxamide
• Indole
• Nucleophilic acyl substitution
• NMR/MS data
• X-ray structure determination