83128-61-4Relevant academic research and scientific papers
A new one-pot synthesis of 5,5-disubstituted hydantoins from diethyl acetamidomalonates and ureas
Guetschow, Michael,Hecker, Thomas,Eger, Kurt
, p. 410 - 414 (2007/10/03)
A new one-pot synthesis of 5,5-disubstituted hydantoins 3 is reported. Diethyl 2-acetamido-2-alkylmalonates were found to react with substituted ureas in the presence of sodium ethoxide to produce the 5-alkyl-5- carbamoylhydantoins 3 a-e. The reaction involves a ring contraction of intermediate 5-aminobarbituric acids to the final hydantoin derivatives. The 5-aminobarbituric acids 2 d-f were prepared from azido derivatives 6 d-f. On treatment with sodium ethoxide, 2 d-f underwent the rearrangement to afford the hydantoins 3 d-f.
Derivatives of Barbituric Acid, XXX: Synthesis of Racemic and Optically Active Barbituric Acids Carrying Basic Substituents
Knabe, Joachim,Reinhardt, Joerg
, p. 706 - 716 (2007/10/02)
Monoalkylated malonates were condensed with N-monosubstituted ureas to yield the 5-monosubstituted barbituric acids 1, which were reacted to the 5-bromobarbituric acids 2.From 2 the barbituric acids 3-5 having basic substituents were obtained by nucleophi
