European Journal of Chemistry

The synthesis and crystallographic characterization of 4-methylbenzenesulfonamide derivatives

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Published: Jun 30, 2021
DOI: https://doi.org/10.5155/eurjchem.12.2.109-116.2064
Keywords:
Tosylation, Sulfa drugs, Methodology, Sulfonamides, Crystal structures, Packing polymorph
Section
Research Article
Issue
Vol. 12 No. 2 (2021): June 2021
Dates
Received 2021-01-09
Accepted 2021-03-28
Published 2021-06-30
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Main Article Content

Brock Anton Stenfors
Department of Chemistry, Grand Valley State University, 1 Campus Drive, Allendale, MI 49401, USA
https://orcid.org/0000-0001-8760-5878
Felix Nyuangem Ngassa
Department of Chemistry, Grand Valley State University, 1 Campus Drive, Allendale, MI 49401, USA
https://orcid.org/0000-0001-8246-3639

Abstract

The sulfonamide moiety is present among a variety of biologically significant compounds. A facile synthesis is necessary to produce a variety of sulfonamides with the potential to improve human health. Herein, we report a facile methodology for the synthesis of 4-methylbenzenesulfonamides, amenable to a broad range of nitrogen nucleophiles. Implementing a semi-miscible biphasic solvent system resulted in higher yields, decreased reaction times, and a simplified workup over preliminary methods. Additionally, the crystal structures of five novel sulfonamide compounds and two polymorphs, have been determined by X-ray diffraction. Results obtained through spectroscopic characterization support the successful formation of the desired 4-methylbenzenesulfonamides.


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Stenfors, B. A.; Ngassa, F. N. The Synthesis and Crystallographic Characterization of 4-Methylbenzenesulfonamide Derivatives. Eur. J. Chem. 2021, 12, 109-116.

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Supporting Agencies

National Science Foundation (Grant No. MRI CHE-1725699), Grand Valley State University Chemistry Department’s Weldon Fund.
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