Mass Spectra of New Heterocycles: XXI. Study of Alkyl [(5-Amino-1H-pyrrol-2-yl)sulfanyl]acetates by Electron and Chemical Ionization Mass Spectrometry

The fragmentation of previously inaccessible alkyl [(5-amino-1 H -pyrrol-2-yl)sulfanyl]acetates under electron (70 eV) and chemical (reactant gas methane) ionization conditions was studied for the first time. Under electron ionization, all the studied compounds form a molecular ion ( I rel 7–100%),...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2020-05, Vol.56 (5), p.768-774
Main Authors: Klyba, L. V., Nedolya, N. A., Sanzheeva, E. R., Tarasova, O. A.
Format: Article
Language:English
Subjects:
Acetates
Chemistry
Chemistry and Materials Science
Electrons
Fragmentation
Ionization
Ions
Mass spectra
Mass spectrometry
Molecular ions
Organic Chemistry
Protonation
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Summary:The fragmentation of previously inaccessible alkyl [(5-amino-1 H -pyrrol-2-yl)sulfanyl]acetates under electron (70 eV) and chemical (reactant gas methane) ionization conditions was studied for the first time. Under electron ionization, all the studied compounds form a molecular ion ( I rel 7–100%), the main primary fragmentation pathway of which is associated with the C–S bond cleavage in the sulfanyl group and elimination of the ester fragment (R 4 OCOCH 2 ) in the form of a radical. The chemical ionization of alkyl [(5-amino-1 H -pyrrol-2-yl)sulfanyl]acetates is characterized by protonation, recharging, and electrophilic addition. The base peak belongs to an [ M + H] + ion. Chemical ionization is accompanied by the elimination of an R 4 OCOCH 2 radical from the M +• and [ M + Et] + ions and an R 4 OCOCHS molecule from the M +• and [ M + H] + ions.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428020050073