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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201809Generated: October 29, 2026

N-bromobutanimide → 3-Amino-4-bromo-2,6-dichlorobenzoic acid

https://huagongshe.com/reaction/2201809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant3-Amino-2,6-dichlorobenzoic acidHCID 521307—
SolventAcetonitrileHCID 6342—
Product3-Amino-4-bromo-2,6-dichlorobenzoic acidHCID 7174336173.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 3-amino-2,6-dichloro-benzoic acid (5 g, 24 mmol, Step b) in acetonitrile (50 mL) was treated with N-bromosuccinimide (5.1 g, 29 mmol) and the reaction mixture was stirred at 90° C. for 45 minutes. Acetonitrile was removed under vacuum and the residue was partitioned between water (200 mL) and ethyl acetate (200 mL). Organic layer was separated and the aqueous layer was again extracted with ethyl acetate (2×100 mL). The combined organic layer was dried over anhydrous sodium sulphate and concentrated to yield 3-amino-4-bromo-2,6-dichloro-benzoic acid (5 g, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09364466B2
Source datasetuspto-grants-2016_06
ORD IDord-2ff9645daf2d40f69893aa5e0f929871
Source noteuspto-grants-2016_06