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
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.