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Chemical behaviour of N-(2-hydroxybenzyl)anthranilic acids in the presence of acyclic anhydrides
Authors:M C Aversa  P Bonaccorsi  P Giannetto
Abstract:The synthesis of 11-acyl-11,12-dihydrodibenzbf]1,5]oxazocin-6-ones 9-13 is reported by reaction of N-(2-hydroxybenzyl)anthranilic acids 1 with acetic, isobutyric, 2-ethylbutyric anhydrides. The structures of the obtained 6,8,6 products are proved with the use of ir, mass spectrometry, 1H and 13C nmr spectra, homo-and heteronuclear two-dimensional nmr experiments. The formation of 9-13 is discussed in relation to the obtainment of 12H-quino2,1-b]1,3]benzoxazin-5-ones 2-8 and 6a,12-dihydro3,1]benzoxazino2,1-b]1,3]-benzoxazin-5-ones 14-19 from the same starting products 1 with suitable anhydrides under controlled reaction conditions.
Keywords:
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