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Chemistry of Heterocyclic Compounds

, Volume 22, Issue 5, pp 551–557 | Cite as

2-Hydroxymethylamino-4-thiazolinone. Confirmation and chelate formation

  • S. M. Ramsh
Article
  • 39 Downloads

Abstract

In DMSO-d6 solution 2-hydroxymethylamino-4-thiazolinone, as well as its 5-methylcongener, exists in the form of E- and Z-conformers relative to the exocyclic nitrogen-carbon bond; for each of these conformers, furthermore, both a transoid and cisoid orientation of the hydrogen and oxygen atoms, relative to the N-CH2 bond, are possible. The transoid form is able to form a chelate derivative with intramolecular hydrogen bond formation. Both acids and bases catalyze transitions among the “open” forms, although chelate formation is only acid-catalyzed.

Keywords

Oxygen Hydrogen Hydrogen Bond Organic Chemistry Oxygen Atom 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1986

Authors and Affiliations

  • S. M. Ramsh
    • 1
  1. 1.Lensovet Leningrad Technological InstituteLeningrad

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