Sektion Chemie der Karl-Ma-Universitt, DDR-701 Leipzig; Liebigstrasse 18The electron impact mass spectra of 5 -~( b e t a r y i ) -9 -m e t h y l -s -~l o C q 3 -c l t e~l o [ l , 5 -~l p~~~ have been investigated. There is a general fragmentation mechankm, whlcb forms stable cydazinium ions by cydizatbn. In the case of the 5-hetaryl derhtives the proposed structures were confumed by means of a comparison of mass analysed ion kinetic energy spectra with suitable model compounds.
Die ElektronenstoD-Massenspektren von 5-Aryl(Hetaryl)-9-methyl-s-triazo~o[4,3-cltetrazolo[1,5-a]-pyrimidinen d e n untersucht. Die Fragmentierung gehorcht einem allgemeinen Mechanismus und durch Cyclisierung werden stabile Cyclazinidonen gebildet. Bei 5-Hetaryldenvaten konnte die postulicrte Struktur durch Vergleich der MIKE-Spektren rnit geeigneten Modellverbindungen gesichert werden.
Heterocycles containing an integrated 24trobenzaldehyde imine moiety produce ions of m/z 134 with high abundance under electron impact. As shown by kinetic energy release measurements these ions have the same structure in all the cases studied, identical to m/z134 formed from the reference compound 2-nitrobenzoylpipendide. The mechanism of formation of m/z 134 most probably involves isomerization of its precursor ion to give a spiro intermediate, from which m/z134 arises either synchronously or after a second isomerization. Both alternatives formally represent an oxygen transfer from the nitro group to the imino carbon via a 5-membered transition state.
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