Synthesis of new 5-substituted hydantoins from 2-alkoxy-1-cyano-1-trimethylsiloxypropenes

被引:0
作者
N. A. Keiko
T. A. Kuznetsova
N. V. Vchislo
Yu. A. Chuvashev
L. I. Larina
M. G. Voronkov
机构
[1] Russian Academy of Sciences,Favorskii Irkutsk Institute of Chemistry, Siberian Division
来源
Russian Journal of General Chemistry | 2007年 / 77卷
关键词
General Chemistry; Ammonium Bicarbonate; Hydantoin; Ammonium Carbonate; Keto Form;
D O I
暂无
中图分类号
学科分类号
摘要
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)2CO3 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-acetylhydantoin in 64% yield.
引用
收藏
页码:2145 / 2149
页数:4
相关论文
共 63 条
  • [1] Voronkov M.G.(1979)undefined Zh. Obshch. Khim. 49 2400-undefined
  • [2] Keiko N.A.(1979)undefined Dokl. Akad. Nauk SSSR 249 110-undefined
  • [3] Kuznetsova T.A.(1934)undefined J. Prakt. Chem. [2] 140 291-undefined
  • [4] Pestunovich V.A.(1967)undefined J. Am. Chem. Soc. 89 3030-undefined
  • [5] Tsetlina E.O.(2004)undefined J. Med. Chem. 47 6519-undefined
  • [6] Keiko V.V.(2003)undefined J. Chem. Inf. Comput. Sci. 43 1028-undefined
  • [7] Voronkov M.G.(2005)undefined J. Org. Chem. 70 2161-undefined
  • [8] Keiko N.A.(2002)undefined Il Farmaco 57 39-undefined
  • [9] Kuznetsova T.A.(1998)undefined Tetrahedron Lett. 39 3379-undefined
  • [10] Pestunovich V.A.(2005)undefined J. Med. Chem. 48 475-undefined