Unsaturated hydantoin derivatives XI. Synthesis and rearrangement of some ethyl esters of α-substituted hydantoest-δ5,α-acetic acids

α-Substituted (CH₃, C₆H₅, OCH₃, OC₆H₅, Cl, and F) hydantoin-Δ^5,α -acetates were obtained from diethyl oxaloacetates and urea, and their 3-methyl derivative s were obtained from N-methylurea or by methylation of the nitrogen-unsubstituted hydantoins with diazomethane; theα-nitro derivative was obtained by nitration of unsubstituted ethyl hydantoin-Δ^5,α -acetate with nitric acid in acetic acid, and ethyl hydantoin-Δ^5,α -glycolate was obtained from hydantoin and diethyl oxalate. All of the synthesized hydantoin-Δ^5,α -acetates, except for theα-nitro andα-hydroxy derivatives, are converted to the corresponding 3- and 5-substituted orotic acids.