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Synthesis and Spectral Study of N,N-diethyl-2-methyl-1- tosylpyrrolidine-2-carboxamide and Functionalized Sulfonamide Scaffolds

OLUGBUYIRO, J.A.O (2016) Synthesis and Spectral Study of N,N-diethyl-2-methyl-1- tosylpyrrolidine-2-carboxamide and Functionalized Sulfonamide Scaffolds. Current Research in Chemistry, 8 (1). pp. 11-20. ISSN 1996 - 5052

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Abstract

Abstract Background and Objective: Sulfonamides are known to represent a class of medicinally important compounds and chemical intermediates, which are extensively used in drug development. The aim of this present study is to synthesize a series of arylsulfonamide-based dialkylated amide motifs. Materials and Methods: In this study, the design and development of arylsulfonamide pharmacophore bearing N,N-diethyl substituted amide moieties 2a-k was achieved in improved yields using non-conventional amidation of p-tolylsulfonamide precursors 1a-k. The structures of the compounds were substantiated based on the results of elemental analysis and spectroscopic data namely, FT-IR, 1H-NMR, 13C-NMR and mass spectra. Results: The series of targeted compounds were synthesized in good to excellent yields and subsequently purified by column chromatography where necessary. Conclusion: The synthesis of arylsulfonamide-based dialkylated amide motifs was successfully achieved. These compounds may serve as versatile intermediates that pave ways toward achieving diverse bioactive heterocyclic compounds for future drug discovery and development. Key words: Tosylation, amidation, carboxamide, sulfonamide, spectroscopy

Item Type: Article
Subjects: Q Science > QD Chemistry
R Medicine > R Medicine (General)
Divisions: Faculty of Medicine, Health and Life Sciences > School of Biological Sciences
Depositing User: DR JOSEPH OLUGBUYIRO
Date Deposited: 25 Aug 2017 21:34
Last Modified: 25 Aug 2017 21:34
URI: http://eprints.covenantuniversity.edu.ng/id/eprint/8709

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