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Cyanomethylation of anthranilic acid

Miguel O. Mitchell,Ashley R. Hurley

JOURNAL OF HETEROCYCLIC CHEMISTRY（2003）

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Abstract
Anthranilic acid reacts with chloroacetonitrile and N, N-diisopropylethylamine in DMF to yield 3-imino-2,3-dihydro-4,1-benzoxazepin-5(1H)-one (1) as the only reaction product. Also known as Ashley's fluorescer, compound 1 is fluorescent and binds to calcium carbonate, including the calcium carbonate-rich antennae of Daphnia pulex, the water flea.
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anthranilic acid
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