Synthesis of new 5-substituted hydantoins from 2-alkoxy-1-cyano-1-trimethylsiloxypropenes
作者:N. A. Keiko、T. A. Kuznetsova、N. V. Vchislo、Yu. A. Chuvashev、L. I. Larina、M. G. Voronkov
DOI:10.1134/s1070363207120122
日期:2007.12
Synthetic procedures for preparing previously unknown 5-(1'-alkoxyethylidene)hydantoins from 2-alkoxy-1-cyano-1-trimethylsiloxy-1-(or -2-)propenes by one-pot successive reactions with ethanol and (NH4)(2)CO3 are developed. Some intermediates, reaction mechanism, and parameters determining the optimal yields are considered. Acid hydrolysis of ethylidenehydantoins occurs at the vinyloxy group and gives 5-acetyl-hydantoin in 64% yield.