title: Stable Hemiaminals: 2-Aminopyrimidine Derivatives.
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.
authors.affiliation: Faculty of Chemistry, University of Wrocław, F. Joliot-Curie 14, 50-383 Wrocław, Poland. aniuta04@gmail.com.
authors.forename: Anna
authors.initials: A
authors.lastname: Kwiecień
authors.affiliation: Faculty of Chemistry, University of Wrocław, F. Joliot-Curie 14, 50-383 Wrocław, Poland. ciunik@wchuwr.pl.
authors.forename: Zbigniew
authors.initials: Z
authors.lastname: Ciunik
mesh_terms: D000588:Amines / Q000737:chemistry*; D003460:Crystallization; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D011743:Pyrimidines / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000588:Amines; D011743:Pyrimidines; C012180:2-aminopyrimidine
keywords: 2-aminopyrimidine; crystal structure; nitrobenzaldehyde; stable hemiaminal; stable intermediate