Abstract

AbstractThe ionization constants of sixteen 5‐furylmethylenehydantoins and 5‐thienylmethylenehydantoins were measured in 80% (w/w) dimethyl sulphoxide–water solvent at 25°C. The effects of the 2‐/3‐furyl and 2‐/‐3‐thienyl rings and the effects of configuration and conformation on acidity are discussed. The very low acidity of (Z)‐5‐(2‐furyl)methylene‐3‐methylhydantoin suggests the possibility of some weak intramolecular interaction between the proton at N‐1 and the 2‐furyl oxygen in the s‐cis conformation.

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