1, 3, 4??Benzotriazepinones. Formation and rearrangement

P Scheiner, L Frank, I Giusti, S Arwin…

Index: Scheiner; Frank; Giusti; et al. Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 6 p. 1817 - 1824

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Citation Number: 33

Abstract

Abstract Anthranilic hydrazide reacts with orthoesters to produce mixtures of 3 products: 3, 4- dihyro-5H-1, 3, 4-benzotriazepin-5-ones (1), 3-amino-3, 4-dihydro-4-quinazolinones (2) and 2-(2-aminophenyl)-1, 3, 4-oxadiazoles (4). The origin of these materials has been investigated. Product distributions depend on the nature of substituents, solvent and time. In ethanol benzotriazepinones are kinetically favored, but formed reversibly they ...

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