Pelayo Camps, Jordi Morral and Diego Muñoz-Torrero
J. Chem. Res. (S), 1998, 144-145
DOI:
10.1039/A707205H,
Paper
Attempted cyanation of a diazonium salt derived from 2,4-difluoro-6-nitroaniline gives 5-fluoro-3-nitro-1,2-benzoquinone 2-diazide‡ in good yield by selective nucleophilic substitution of the 2-fluoride group by hydroxide, instead of the desired 2-amino-4,6-difluorobenzonitrile, which can be obtained by the reaction of 2,4,6-trifluorobenzonitrile with ammonia.