The Cyclization of Cis- and Trans- Methoxybenzaldoximes to Methoxy-3,1,4-Benzoxadiazepines and Methoxy-Quinazoline-3-Oxides Respectively

Cis and trans forms of 2-amino-3(4, 5, and 6)-methoxybenzaldoximes were separated chromatographically and distinguished by their spectra. The trans-isomers, with triethyl orthoformate, gave 5(6, 7, or 8)-methoxyquinazoline-3-oxide whereas appropriate cis-isomers gave 7- or 9-methoxy-3,1,4-benzoxadiazepine. The structures of the bicyclic products were confirmed by their mass spectra.