The Unexpected Conversion of 1,5,8,12-Tetraazadodecane-Glyoxal Bisaminal into Its Amidinium Salt in an Acidic Medium

When refluxed in aqueous hydrochloric acid solution, 1,5,8,12‐tetraazadodecane‐glyoxal bisaminal is quantitatively converted into its amidinium salt, which is a lactam precursor. The mechanism of this unexpected reaction is discussed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany,...

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Bibliographic Details
Published in:European journal of organic chemistry 2003-01, Vol.2003 (2), p.255-258
Main Authors: Bernard, Hélène, Del Rio Garcia, Eugenia, Ferec, Sonia, Kervarec, Nelly, Handel, Henri
Format: Article
Language:English
Subjects:
Amides
Amines
Bisaminals
Chemical Sciences
Nitrogen heterocycles
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Summary:When refluxed in aqueous hydrochloric acid solution, 1,5,8,12‐tetraazadodecane‐glyoxal bisaminal is quantitatively converted into its amidinium salt, which is a lactam precursor. The mechanism of this unexpected reaction is discussed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200390026