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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657331Generated: October 28, 2026

N-bromobutanimide → 2-Amino-5-bromo-3-methoxybenzoic acid

https://huagongshe.com/reaction/657331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant2-Amino-3-methoxybenzoic acidHCID 255720—
SolventMethanolHCID 887—
Product2-Amino-5-bromo-3-methoxybenzoic acidHCID 4548045799.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-amino-3-(methyloxy)benzoic acid (15.0 g, 89.7 mmol) in MeOH (100 mL) was added NBS (16.8 g, 94.2 mmol) at −5° C. The reaction was kept stirring at 0° C. overnight, then put into the ice water under the condition of stirring. A precipitate formed and was filtered out using Celite, and dried in vacuo to afford 2-amino-5-bromo-3-(methyloxy)benzoic acid (22.0 g, 99%). 1H NMR (400 MHz, CDCl3) δ 7.65 (s, 1H), 6.93 (s, 1H), 3.87 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071588B2
Source datasetuspto-grants-2011_12
ORD IDord-d5120ef51d464a60a656a86cc59deb28
Source noteuspto-grants-2011_12