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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754557Generated: October 28, 2026

Hydrochloric Acid → 4-Bromo-2-[(3-ethoxy-3-oxopropanoyl)(propan-2-yl)amino]benzoic acid

https://huagongshe.com/reaction/1754557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantEthyl malonate chlorideHCID 22464965—
Reactant4-Bromo-2-(isopropylamino)benzoic acidHCID 24824647—
SolventDichloromethaneHCID 6344—
Product4-Bromo-2-[(3-ethoxy-3-oxopropanoyl)(propan-2-yl)amino]benzoic acidHCID 8667980272%

Reaction Steps

To a solution of 4-bromo-2-(propan-2-ylamino)benzoic acid (6.8 g, 26.64 mmol) in 260 mL of DCM is added triethylamine (4 mL, 31.6 mmol), followed by dropwise addition of ethyl malonate chloride (4.0 mL, 31. mmol). The mixture is stirred for 2 hours at room temperature, and then poured into molar hydrochloric acid solution and extracted with EtOAc. The organic phase is washed with water and with saturated aqueous NaCl solution, dried over Na2SO4 and concentrated to dryness. 7.15 g of a pale yellow solid are obtained (yield: 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169246B2
Source datasetuspto-grants-2015_10
ORD IDord-b31ad14ad9db474baa0600e1a45f6bca
Source noteuspto-grants-2015_10