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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576327Generated: October 25, 2026

Water → Methyl 2-amino-5-bromo-3-methoxybenzoate

https://huagongshe.com/reaction/576327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 2-amino-3-methoxybenzoateHCID 602320—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-amino-5-bromo-3-methoxybenzoateHCID 1389402286%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of compound 53 (22.4 g, 123 mmol) in DMF (250 mL) was added N-bromosuccinimide (21.9 g, 123 mmol) portionwise at 0° C. The mixture was stirred at 0° C. for 0.5 h. To the mixture was added water and extracted with EtOAc (500 mL×2). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the desired compound 54 (27.5 g, 86%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034921B2
Source datasetuspto-grants-2015_05
ORD IDord-dd0c574c13a842c8a23be71b3f6275b0
Source noteuspto-grants-2015_05