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Molecules 2015, 20(8), 14365-14376; doi:10.3390/molecules200814365

Stable Hemiaminals: 2-Aminopyrimidine Derivatives

Faculty of Chemistry, University of Wrocław, F. Joliot-Curie 14, 50-383 Wrocław, Poland
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Author to whom correspondence should be addressed.
Academic Editor: Roman Dembinski
Received: 9 July 2015 / Revised: 20 July 2015 / Accepted: 21 July 2015 / Published: 6 August 2015
(This article belongs to the Section Molecular Diversity)
View Full-Text   |   Download PDF [1151 KB, uploaded 6 August 2015]   |  

Abstract

Stable hemiaminals can be obtained in the one-pot reaction between 2-aminopyrimidine and nitrobenzaldehyde derivatives. Ten new hemiaminals have been obtained, six of them in crystal state. The molecular stability of these intermediates results from the presence of both electron-withdrawing nitro groups as substituents on the phenyl ring and pyrimidine ring, so no further stabilisation by intramolecular interaction is required. Hemiaminal molecules possess a tetrahedral carbon atom constituting a stereogenic centre. As the result of crystallisation in centrosymmetric space groups both enantiomers are present in the crystal structure. View Full-Text
Keywords: stable hemiaminal; stable intermediate; crystal structure; 2-aminopyrimidine; nitrobenzaldehyde stable hemiaminal; stable intermediate; crystal structure; 2-aminopyrimidine; nitrobenzaldehyde
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Kwiecień, A.; Ciunik, Z. Stable Hemiaminals: 2-Aminopyrimidine Derivatives. Molecules 2015, 20, 14365-14376.

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