An Efficient Method for the Synthesis of N-Acylsulfonamides: One-pot Sulfonylation and Acylation of Primary Arylamines under Solvent-Free Conditions |
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Authors: | Ahmad R Massah Davood Azadi Hamid Aliyan Ahmad R Momeni Hamid Javaherian Naghash Foad Kazemi |
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Institution: | (1) Department of Chemistry, Islamic Azad University, Shahreza Branch, Isfahan, Iran;(2) Department of Chemistry, Institute for Advanced Studies in Basic Science (IASBS), Zanjan, Iran |
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Abstract: | Summary. The preparation of N-acylsulfonamides is described using primary amines, arylsulfonyl chlorides and acyl chlorides. Reaction of primary aryl amines
with arylsulfonyl chlorides in the presence of NaHCO3 produced N-arylsulfonamides, which reacted in situ with benzoyl chloride furnishing the corresponding N-benzoyl-N-arylsulfonamides in 72–96% yields. Accordingly, 4-nitrobenzoyl chloride and 3,5-dinitrobenzoyl chloride were used as acylating
agents. All the reactions were carried out under solvent-free conditions at room temperature and the products were isolated
after simple work-up in high yields and purity. |
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Keywords: | , N-Acylsulfonamide, Solvent-free, Acylation, Sulfonylation, N-Arylsulfonamide, N-Acyl-N-arylsulfonamide, |
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