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The mass spectra of cinnolines and their N‐oxides
Author(s) -
Palmer M. H.,
Russell E. R. R.,
Wolstenholme W. A.
Publication year - 1969
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210021208
Subject(s) - cinnoline , chemistry , deoxygenation , mass spectrum , fragmentation (computing) , hydrogen atom , medicinal chemistry , alkyl , oxide , nitrogen , hydrogen , nitrogen atom , molecule , spectral line , photochemistry , organic chemistry , ion , catalysis , computer science , operating system , physics , astronomy
The mass spectra of cinnoline and various alkyl derivatives, and their 1‐ and 2‐mono‐oxides and 1,2‐dioxides and a quaternary salt have been investigated. The spectra are interpreted in the light of experiments with deutero and 15 N labelled derivatives whose syntheses are described. The major fragmentation path for cinnoline is loss of nitrogen molecule while that for its homologues is loss of nitrogen plus a hydrogen atom in some instances. Various initial fragmentations occur with the N‐oxides, and deoxygenation appears to be the dominant process; in both 4‐methylcinnoline 1‐oxide and 1,2‐dioxide an important path is formation of a 3‐methyl‐anthranil cation by loss of HCN and HCNO respectively.