Journal of the Chemical Society. Perkin transactions I p. 2163 - 2168 (1986)
Update date:2022-07-29
Topics:
Korbonits, Dezsoe
Kolonits, Pal
Contrary to earlier claims the primary product of the reaction of aldehydes and o-aminobenzamide oxime is, irrespective of the aldehyde, always a 4-amino-1,2-dihydroquinazoline 3-oxide.Thermolysis of 1-unsubstituted 2-substituted quinazoline 3-oxides (5) in solution or in melt gives rise, by a new type of Dimroth rearrangement, to the isomeric 1,2-dihydro-4-quinazolone oximes (6), while the 1-benzyl 2-unsubstituted analogue (9j) yields, presumably by an addition-elimination ring transformation coupled with oxidation, a quinoidal quinazolone 4-oxime (17).
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