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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.

SUBMITTER: Kwiecien A

PROVIDER: S-EPMC6332198 | biostudies-literature | 2015 Aug

REPOSITORIES: biostudies-literature

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Stable Hemiaminals: 2-Aminopyrimidine Derivatives.

Kwiecień Anna A Ciunik Zbigniew Z

Molecules (Basel, Switzerland) 20150806 8

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 ...[more]

PMID: 26258772

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