4,6-dichloro-3-hydroxy-2-nitrobenzoic acid → HCID 10656625, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4,6-dichloro-3-hydroxy-2-nitrobenzoic acid (1-6) (700 mg, 2.78 mmol), iron powder (400 mg, 7.16 mmol) and glacial acetic acid (13 mL) was heated at 80° C. for 50 minutes, cooled, and the solids filtered off. The filtrate was concentrated to a brown solid. Subsequent SiO2-gel column chromatography (ethyl acetate/HOAc, 100:1-100:3) gave 2-amino-4,6-dichloro-3-hydroxybenzoic acid (1-8) as a light brown solid (582 mg, 94%). —1H NMR (DMSO-d6): δ 6.68 (s); this is consistent with the literature.4

Provenance & Evidence