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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500559Generated: October 30, 2026

Sodium Azide → 4-Azido-5-bromo-2-(2,4-dichlorophenylamino)-3-fluorobenzoic acid methyl ester

https://huagongshe.com/reaction/500559

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant5-Bromo-2-(2,4-dichlorophenylamino)-3,4-difluorobenzoic acid methyl esterHCID 86598634—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
Product4-Azido-5-bromo-2-(2,4-dichlorophenylamino)-3-fluorobenzoic acid methyl esterHCID 8659863696.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 5-bromo-2-(2,4-dichlorophenylamino)-3,4-difluorobenzoic acid methyl ester (2.02 g, 4.91 mmol) and NaN3 (379 mg, 5.83 mmol) in DMA (40 mL) was heated at 50° C. for 3 hours. The reaction mixture was diluted with EtOAc, and washed with water (5×). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo to give the desired product (2.05 g, 96%) that was used directly without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772234B2
Source datasetuspto-grants-2010_08
ORD IDord-729b0e0639f44a608a17f47dd449634d
Source noteuspto-grants-2010_08