

The synthesis and crystallographic characterization of 4-methylbenzenesulfonamide derivatives
Brock Anton Stenfors (1)


(1) Department of Chemistry, Grand Valley State University, 1 Campus Drive, Allendale, MI 49401, USA
(2) Department of Chemistry, Grand Valley State University, 1 Campus Drive, Allendale, MI 49401, USA
(*) Corresponding Author
Received: 09 Jan 2021 | Revised: 16 Mar 2021 | Accepted: 28 Mar 2021 | Published: 30 Jun 2021 | Issue Date: June 2021
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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DOI: 10.5155/eurjchem.12.2.109-116.2064
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Funding information
National Science Foundation (Grant No. MRI CHE-1725699); Grand Valley State University Chemistry Department’s Weldon Fund.
Citations
[1]. Fatemeh Rezazadeh-Jabalbarezi, Reza Ranjbar-Karimi, Fariborz Atabaki, Kazem Mohammadiannejad
Site-selective nucleophilic substitution reactions of 2,4,5,6-tetrachloropyrimidine with sulfonamides: Synthesis of novel trichloropyrimidine-arylsulfonamide hybrid derivatives
Journal of Molecular Structure 1271, 133909, 2023
DOI: 10.1016/j.molstruc.2022.133909

[2]. Jules Brom, Antoine Maruani, Laurent Micouin, Erica Benedetti
Light-Driven Reductive Cleavage of Sulfonamides Promoted by Thiourea Organophotosensitizers
The Journal of Organic Chemistry 88(9), 5923, 2023
DOI: 10.1021/acs.joc.3c00296

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