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Mass spectra of N ‐substituted derivatives of 5‐fluorouracil
Author(s) -
Marunaka Teruyoshi
Publication year - 1981
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200080305
Subject(s) - substituent , mass spectrum , ion , chemistry , electron ionization , decomposition , mass spectrometry , medicinal chemistry , stereochemistry , organic chemistry , chromatography , ionization
Several N ‐substituted derivatives of 5‐fluorouracil have been synthesized during the development of new antitumor agents. For determination of the position of the substituent on these compounds, electron impact mass spectrometry was investigated. In their electron impact mass spectra, characteristic fragment ions were produced by the retro Diels‐Alder decomposition of the 5‐fluorouracil skeleton: [R(or R')N=CHC(F)=C=O] +. was produced from N‐1 substituted derivatives, while an isocyanate ion, [RN=C=O] +. , or an acylurea ion, [RCONHCONH 2 ] +. was formed from N‐3 substituted derivatives. The ions observed were useful for structural determination.