Chemistry of Heterocyclic Compounds

, Volume 20, Issue 10, pp 1099–1101 | Cite as

Heteroatomic derivatives of aziridine. 14. Reactions of 1-(carbomethoxyethyl)-, 1-[1,2-bis(carbethoxy)ethyl]-, and 1-[1,2-bis(carbomethoxy)vinyl]aziridine with thiols, 1,2-ethanedithiol, and thiolcarboxylic acids

  • M. G. Voronkov
  • V. I. Knutov
  • M. K. Butin
Article
  • 42 Downloads

Abstract

The reactions of 1-(carbomethoxyethyl)-, 1-[1,2-bis(carbethoxy)-ethyl]-, and 1-[1,2-bis(carbomethoxy)vinyl]aziridine with thiols and thiolcarboxylic acids produce the corresponding sulfides and esters of S-substituted N-(2-mercaptoethyl) amino acids. The reaction of 1-[1,2-bis(carbethoxy)ethyl]aziridine with 1,2-ethane-dithiol results in the formation of {1,8-bis[1,2-bis(carbethoxy)-ethyl]amino}-3,6-dithiaoctane. Cyclization of the latter by condensation with phthaloyl chloride gives 9,10-benzo-8,11-dioxo-1,4-dithia-7,12-bis[1,2-bis(carbethoxy)ethyl]-7,12-diazacyclotetradec-9-ene.

Keywords

Chloride Ester Ethyl Sulfide Organic Chemistry 

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Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • M. G. Voronkov
    • 1
  • V. I. Knutov
    • 1
  • M. K. Butin
    • 1
  1. 1.Irkutsk Institute of Organic ChemistryAcademy of Sciences of the USSR, Siberian BranchIrkutsk

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