Abstract
1. The equilibrium NH acidities of benzenesulfonamide and its derivatives have been studied by the transmetallation method in DMSO. 2. Linear relationships connecting the pK values of benzenesulfonamides C6H5SO2NHR with the σ* constants of alkyl groups R and of substituted benzenesulfonanilides C6H5SO2NHC6H4R′ with the σ constants of the substituents R′ have been found. The acidifying effect of the phenylsulfonyl group on its introduction into aniline and into 4-aminopyridine has been evaluated. 3. A linear relationship has been established between the pK values of anilines and 4-anilinopyridines substituted in the amino groups, and on this basis the presumed pK values of a number of aminopyridine derivatives in DMSO have been calculated.
Published Version
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