“Synthesis Of Energy Efficiency Microwave Assisted Novel 1, 4, 5- Triphenyl Substituted Pyrrole Derivatives”
Main Article Content
Abstract
Innovative series of 1, 4, 5 triphenyl substituted pyrrole derivatives have been synthesized using environment friendly procedure and evaluated for their antimicrobial activity. Neat reaction on microwave irradiation resulted in enhancement of yields and reaction rates. Pyrrole derivatives are more potent and possesses less side effects. Benzoin and primary aromatic amine refluxing in ethanol resulted in the formation of α- aminoketone intermediates, that are condensed without isolation with malononitrile to yield various 2-amino-4, 5- diphenyl-1-substituted-1H-pyrrole-3-carbonitriles (1). Pyrrole (1) further reacted with triethyl orthoformate and alcoholic sodium hydroxide gives respective pyrrole derivatives (1a- 1b). The synthesized compound were confirmed through spectral characterization using IR (JASCO 4100-FT/IR), Mass (QP 2013 Shimadzu) and H1 NMR. Result indicate that microwave method is more eco-friendly than conventional method and compound shows promising antimicrobial activity.
Article Details
References
J. A. Joule and K. Mills Heterocyclic Chemistry, Backwell publisher, Germany, 4th edition, 2000; 237,255.
R. K. Bansal, Heterocyclic Chemistry, New age international publisher, New Delhi, 4th edition, 2008; 152-159.
V. K. Ahluwalia, R. K. Parashar,Organic Reaction Mechanism, Narosa publishing house, New Delhi, 3rd edition, 2007; 361.
M. S. Mohamed et al., “Synthesis of certain pyrrole derivatives as antimicrobial agent”, Acta pharm, 2009; Vol. 59, 145-158.
M. S. Mohamed et al., “New condensed pyrrole of potential biological interest Synthesis and structure activity relationship studies”, European Journal of Medicinal chemistry, 2011; Vol. 46, 3022-3029.
Samar S. Fathallah et al., “Synthesis and evaluation of novel pyrrole and pyrrolopyrimidine as anti- hyperglycemic agent”, Biomed Research International Journal, 2014; 1-13.
Jamal Abdul Nasser et al., “Synthesis of some pyrrole derivatives and their antimicrobial activity”, Scholar Research Library, 2011; Vol. 3(4), 210-218.
Sivakumar et al., “Ultrasound-assisted synthesis of 2, 5 dimethyl-N- substituted pyrrole catalyzed by uranyl nitrate hexahydrate”, Ultrasonic Sonochemistry, 2011; Vol. 18, 917-922.
Mykhaylo V. Volk et al., “Synthenthesis of 1-(-4-Trifluoromethoxyphenyl)-2,5-dimethyl-2-(2-R-thiazol-4- yl)-1H-pyrroles via chain heterocyclization”, Molecules, 2010; Vol. 15, 997-1006.
Fathy M. Abdelrazek et al., “The reaction of ethyl benzoylacetate with malononitrile: a novel synthesis of some pyridazine, pyridazin [2,3-a] quanazoline,pyrrole derivatives”Tetrahedron, 2001; Vol. 57, 1813-1817.