NH-Acidities of Some Sterically Hindered Ureas†

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Ivan G. Pojarlieff, Iva B. Blagoeva, Bozhana P. Mikhova, Ergun Atay and Anthony J. Kirby


Abstract

Introduction of an N-methyl group in to ethyl N-methylhydantoate causes a fourfold decrease in the rate of base-catalysed exchange of the N-H proton; a second methyl group restores the rate to close to that of the N-unsubstituted hydantoate; the latter effect is observed for N-phenylhydantoates.


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