Chemistry of Heterocyclic Compounds

, Volume 9, Issue 8, pp 1008–1012 | Cite as

Isolation and properties of the products of the covalent hydration of 4H-imidazoles

  • V. S. Kobrin
  • L. B. Volodarskii
  • L. A. Tikhonova
  • Yu. G. Putsykin


The neutralization of 5-hydroxy-4,4-dimethyl-2-imidazolinium chlorides yields in the free state the products of the covalent hydration of the corresponding 4H-imidazoles — 5-hydroxy-4, 4-dimethyl-2-imidazolines. On being heated, the compounds obtained undergo various transformations, depending on the presence and position of oxygen-containing functions: 5-hydroxy-2-imidazoline gives 2-acetylamino-2-methyl-1-phenylpropan-1-ol; 3,5-dihydroxy-2-imidazoline dehydrates to 4H-imidazole 3-oxide; and 1,5-dihydroxy-2-imidazolines are converted into 2,3-dihydro-4H-1,2,5-oxadiazines.


Chloride Hydration Organic Chemistry Free State Oxadiazines 
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Copyright information

© Plenum Publishing Corporation 1975

Authors and Affiliations

  • V. S. Kobrin
    • 1
  • L. B. Volodarskii
    • 1
  • L. A. Tikhonova
    • 1
  • Yu. G. Putsykin
    • 1
  1. 1.Novosibirsk Institute of Organic Chemistry, Siberian BranchAcademy of Sciences of the USSRUSSR

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