This invention belongs to the field of organic
chemical synthesis technology, specifically relating to a method for synthesizing 2-fluoro-3-
aminobenzoic acid, an important chemical intermediate. Specifically, o-
nitroaniline is condensed with hydrated trichloroacetaldehyde and
hydroxylamine hydrochloride to obtain 2-(hydroxyimino)-N-(2-nitrophenyl)
acetamide; the resulting product undergoes an intramolecular
Beckmann rearrangement to generate 7-nitroindigo; 7-nitroindigo undergoes Bayer-Villedge oxidation to generate 2-amino-3-
nitrobenzoic acid; 2-amino-3-
nitrobenzoic acid undergoes diazotization and
halogenation reactions to generate 2-fluoro-3-
nitrobenzoic acid or 2-chloro-3-nitrobenzoic acid; 2-fluoro-3-nitrobenzoic acid can be further reduced by nitro to obtain 2-fluoro-3-
aminobenzoic acid; or, 2-chloro-3-nitrobenzoic acid can be esterified to obtain 2-chloro-3-nitrobenzoic acid ester, which can then be fluorinated, saponified, and reduced to obtain 2-fluoro-3-
aminobenzoic acid. The raw materials of this invention are low in cost and readily available, and the entire reaction
route has specific
regioselectivity, making it suitable for industrial production.