Electron Impact Induced Methyl Migration in Dimethylamino Heteroaromatic Systems

Y. Rahamim, M. Sprecher, J. Sharvit, A. Mandelbaum

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28 Scopus citations

Abstract

The syntheses of 2-dimethylamino-5-nitropyrimidine (la), 2-di(trideuteriomethyl)amino-5-nitropyrimidine (Ib), and 2-dimethylamino-5-benzenesulfonamidopyrimidine (III) are reported. The mass spectra of la, lb, III, and 6-dimethyIaminopurine (II) are analyzed. Intense peaks M - 29 found in the spectra of la and II are shown to be due to loss of CHgN from the molecular ion. This fragmentation is presumably accompanied by methyl migration from the exo-to the endo-cyclic nitrogen.

Original languageEnglish
Pages (from-to)3856-3859
Number of pages4
JournalJournal of Organic Chemistry
Volume32
Issue number12
DOIs
StatePublished - 1967

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