Benzenesulfonyl chloride with primary and secondary amines in aqueous media Unexpected high conversions to sulfonamides at high pH
JF King, MS Gill, P Ciubotaru
Index: King, James F.; Gill, Manjinder S.; Ciubotaru, Petru Canadian Journal of Chemistry, 2005 , vol. 83, # 9 p. 1525 - 1535
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Citation Number: 12
Abstract
We have determined pH yield profiles under pseudo-first-order conditions of the reactions of benzenesulfonyl chloride with a set of primary and secondary water-soluble alkylamines, and have found with certain amines, such as dibutylamine, a profile taking the form of a sigmoid pH–yield curve with relatively high yields of the sulfonamide persisting with increasing basicity up to and including 1.0 mol/L sodium hydroxide. This behaviour is ...
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