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Electron impact induced migrations of aryl groups in substituted 4(3H)-quinazolinones

✍ Scribed by František Tureček; Jan Světlík

Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
407 KB
Volume
16
Category
Article
ISSN
1076-5174

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✦ Synopsis

Abstract

Electron impact mass spectra of 2‐diphenylmethyl‐3‐aryl‐4(3__H__)‐quinazolinones display ions arising from migrations of different aryl groups in the molecular and [MH]^+^ ions. The most abundant ion due to rearrangement, [C~13~H~9~NO]^+˙^, is formed by migration of a phenyl from the benzhydryl group onto N‐1 and subsequent cleavage of the heterocyclic ring. Other rearrangements involve initial migration of the N‐3 aryl group to the benzylic carbon. The mechanisms of migrations were elucidated by means of deuterium and ^15^N labelling and are supported by metastable spectra.

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