Paper
Synthesis and crystal structure determination of 2-Amino-1 (4-Bromo-phenyl)-5-oxo-4, 5-dihydro-1-H-pyrrole-3-carboxylic acid ethyl ester
Published Dec 20, 2012 · B. D. Patel, U. H. Patel, D. Shah
International Journal of Applied Science and Engineering Research
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Abstract
The pyrrole derivatives attracted much attention as they show a broad spectrum of biological activities such as anticancer, antidiabetic, aldose reductase inhibition, anti-inflammatory and analgesic activities. Considering the biological importance of these group of compounds, we have synthesized a new halogen derivative of pyrrole namely 2-Amino-1(4-Bromo-phenyl)-5-oxo-4, 5-dihydro-1-H-pyrrole-3-carboxylic acid ethyl ester. In the present study we report the synthesis and the crystal structure of 2-Amino-1(4-Bromo-phenyl)-5-oxo-4, 5-dihydro-1-H-pyrrole-3-carboxylic acid ethyl ester, C13H13BrN2O3. In the terminal ethoxy carbonyl chain adopts a zigzag conformation with carbonyl oxygen O3 at cis and ethoxy moiety at trans configuration with respect to pyrrolic nitrogen N1. Molecular fragment, the heterocyclic pyrrole, with ethoxy carbonyl moiety is very much planar, while phenyl ring rotates out of pyrrole ring by 50.6 (2)°. The crystal packing is characterized by bifurcated N-H•••O hydrogen bonds involving amino nitrogen. The N-H•••O and C-H•••O interactions generate ring and chain of graph set motifs S(6) and C(6) respectively and contribute to supramolecular aggregation through bifurcated donor and acceptor bonds.
This study synthesized a new halogen derivative of pyrrole, 2-Amino-1(4-Bromo-phenyl)-5-oxo-4, 5-dihydro-1-H-pyrrole-3-carboxylic acid ethyl ester, which shows
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