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■ Mass Spectra of Substituted 4-Cyano-1,4-dihydropyridines

Eddy Esmans,* Jan Vanbroeckhoven, Josef Lepoivre, and Frank Alderweireldt

*Labratory of Organic Chemistry, University of Antwerp (RUCA), Groenenborgerlaan 171, B-2020 Antwerp, Belgium

Abstract

The mass spectra of some 3-substituted (acetyl-; carbamoyl-) N-methyl- and N-benzyl-4-cyano-1,4-dihydropyridines were examined. Unexpected thermolysis occurs prior to ionisation and gives rise to 3-substituted N-methyl- and N-benzyl-1,4-dihydropyridine peaks in the mass spectra of these 4-cyano adducts. High resolution mass measurements were used to substantiate this hypothesis. The corresponding N-methyl- and N-benzyl-1,4-dihydropyridines were synthesised and were used as reference compounds.