Abstract
Our work in the area of synthesis of tris indole compounds as a potential chelator led to the synthesis and crystallization of ethyl 1H-indole-2-carboxyl-ate, C11H11NO2, an indole that was synthesized by the thionyl chloride reaction of 1H-indole-2-carb-oxy-lic acid, followed by dissolution in ethanol. The mol-ecular packing exhibits a herringbone pattern with the zigzag running along the b-axis direction; the compound crystallizes as a hydrogen-bonded dimer resulting from O⋯H-N hydrogen bonds, between the indole N-H group and the keto oxygen atom, which build centrosymmetric R 2 2(10) ring motifs in the crystal.
Highlights
Our work in the area of synthesis of tris indole compounds as a potential chelator led to the synthesis and crystallization of ethyl 1H-indole-2-carboxylate, C11H11NO2, an indole that was synthesized by the thionyl chloride reaction of 1H-indole-2-carboxylic acid, followed by dissolution in ethanol
The molecular packing exhibits a herringbone pattern with the zigzag running along the b-axis direction; the compound crystallizes as a hydrogen-bonded dimer resulting from OÁ Á ÁH—N hydrogen bonds, between the indole N—H group and the keto oxygen atom, which build centrosymmetric R22(10) ring motifs in the crystal
Indole esters can be prepared from 1H-indole-2-carboxylic acid via an isolated acyl chloride intermediate followed by dissolving the residue in the appropriate alcohol solvent
Summary
Indole esters can be prepared from 1H-indole-2-carboxylic acid via an isolated acyl chloride intermediate followed by dissolving the residue in the appropriate alcohol solvent. These indole-type compounds are of interest because of their prevalence in nature (Stempel & Gaich, 2016). Derivatives of this type of compound have been implicated in a number of biological roles including antifungal (Kipp et al, 1999), antitumor (Lu et al, 2016) and anti-inflammatory (Liu et al, 2016) agents.
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