Abstract
Experimental study of the kinetics of the reactions of 2-sulfobenzoic acid imide (saccharin) and benzenesulfonamide with 3-nitrobenzenesulfonyl chloride in a 1,4-dioxane-water mixture (80:20 by weight) in the temperature range 298–318 K has shown that both compounds are low reactive (k298 = 1.66 × 10−4 and 3.37 × 10−3 L mol−1 s−1, respectively). The activation barriers to these reactions exceed 50 kJ/mol. Aqueous dioxane can be recommended as a solvent for the preparation of N-(benzenesulfonyl)-3-nitrobenzenesulfonamide in up to 87% yield.
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Russian Text© The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 6, pp. 891–895.
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Kustova, T.P., Agafonov, M.A., Kruglyakova, A.A. et al. Reactivity of 2-Sulfobenzoic Acid Imide and Benzenesulfonamide in Arenesulfonylation. Russ J Org Chem 55, 792–795 (2019). https://doi.org/10.1134/S1070428019060083
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DOI: https://doi.org/10.1134/S1070428019060083