Synthesis and Spectral Study of N,N-diethyl-2-methyl-1- tosylpyrrolidine-2-carboxamide and Functionalized Sulfonamide Scaffolds
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Knowledgia Scientific
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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
Keywords
QD Chemistry, R Medicine (General)