Hydrochloric Acid → Benzoic acid, 2-amino-5-fluoro-3-nitro- (9CI)

Reaction equation

C([NH:4][C:5]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][C:11]([F:17])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])(=O)C.Cl>>[NH2:4][C:5]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][C:11]([F:17])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 22411152HCID 22411152, compound

Product 1

HCID 18548624Benzoic acid, 2-amino-5-fluoro-3-nitro- (9CI)Yield 92%

Procedure

2-Acetamido-5-fluoro-3-nitrobenzoic acid (200 mg, 0.83 mmol) was added to 3N hydrochloric acid (4.0 mL) and the solution allowed to reflux for 7 hours whereby the solution contained a bright yellow precipitate. The reaction was cooled to room temperature and the precipitate collected and dried to produce 2-amino-5-fluoro-3-nitrobenzoic acid (152 mg, 92%) as a yellow solid.

Workup

temperatureto reflux for 7 hours whereby the solution
customthe precipitate collected
customdried

Sources & evidence

ORD record: ord-acbae63fd07844028d84db8446c1d9e5
Source dataset: uspto-grants-1996_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05514676

Reaction notes

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