ELECTRON-IMPACT INDUCED CYCLIZATION OF ORTHO-CYCLOPROPYLPHENYLACETAMIDES AND BENZAMIDES - PROGNOSIS FOR A SIMILAR REACTION IN SOLUTION

Citation
At. Lebedev et al., ELECTRON-IMPACT INDUCED CYCLIZATION OF ORTHO-CYCLOPROPYLPHENYLACETAMIDES AND BENZAMIDES - PROGNOSIS FOR A SIMILAR REACTION IN SOLUTION, European mass spectrometry, 4(1), 1998, pp. 55-61
Citations number
11
Categorie Soggetti
Spectroscopy,"Physics, Atomic, Molecular & Chemical
Journal title
ISSN journal
13561049
Volume
4
Issue
1
Year of publication
1998
Pages
55 - 61
Database
ISI
SICI code
1356-1049(1998)4:1<55:EICOO>2.0.ZU;2-1
Abstract
The electron impact and collision-induced dissociation spectra of N-(o rtho-cyclopropylphenyl)acetamide (1), N-(ortho-cyclopropylphenyl)benza mide (2), N-(ortho-cyclopropylphenyl)bromoacetamide (3), N-[ortho-(1-m ethylcyclopropyl)phenyl]benzamide (4) and N-[ortho-(1-methylcyclopropy l)phenyl]acetamide (5) were studied. The molecular ions of these compo unds were shown to undergo cyclization into the corresponding 3-substi tuted 1-ethyl-1H-2,4-benzoxazines (6-10), Following proposals made on the basis of mass spectrometry experiments, compound 7 was obtained by interaction of compound 2 with sulfuric acid. GC/MS experiments confi rmed that the bromine-containing derivative 8 is the major product fro m the reaction of compound 3 with sulfuric acid.