Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588807Generated: October 29, 2026

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

https://huagongshe.com/reaction/588807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant2-Amino-3-methoxybenzoic acidHCID 255720—
SolventMethanolHCID 887—
Product2-Amino-5-bromo-3-methoxybenzoic acidHCID 4548045754.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-amino-3-methoxybenzoic acid (5 g, 29.9 mmol) in MeOH (35 mL) at −5° C., NBS (5.59 g, 31.4 mmol) was added and the resulting mixture was stirred at 0° C. for 16 h. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo to afford the crude product (4 g, 54% yield). ESI-MS m/z: 244.2 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227978B2
Source datasetuspto-grants-2016_01
ORD IDord-fd6b79dfec2f4dfebc66ee5862533853
Source noteuspto-grants-2016_01