Rearrangements of 2-imino-2H-1-benzopyran-3-carboxamides under action of anthranilic acid as N-nucleophile

Citation
Yv. Bilokin et al., Rearrangements of 2-imino-2H-1-benzopyran-3-carboxamides under action of anthranilic acid as N-nucleophile, HETEROCYC C, 4(3), 1998, pp. 257-260
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLIC COMMUNICATIONS
ISSN journal
07930283 → ACNP
Volume
4
Issue
3
Year of publication
1998
Pages
257 - 260
Database
ISI
SICI code
0793-0283(1998)4:3<257:RO2UAO>2.0.ZU;2-Q
Abstract
New rearrangements of 2-imino-2H-1-benzopyran-3-carboxamides ((1) under bar ) under action of anthranilic acid ((2) under bar) as N-nucleophile have be en revealed. Starting from readily available 2-imino-2H-1-benzopyran-3-carb oxamides ((1) under bar) and anthranilic acid ((2) under bar) and depending on reaction conditio ns, 2-(2-oxo-2H-1-benzopyran-2-yl)-3H-quinazolin-4-on es <(3a,b)under bar> and 2-oxo-2H-1-benzopyran-3-(N-2-carboxyphenyl)carboxa mides <(4a,b)under bar> have been prepared via the rearrangements. Possible mechanisms of these rearrangements have been discussed.