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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485936Generated: October 31, 2026

Potassium Carbonate → 3-bromo-4-chloro-N-[2-(2-dimethylamino-ethoxy)-phenyl]-N-methyl-benzamide

https://huagongshe.com/reaction/1485936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-bromo-4-chloro-N-(2-hydroxy-phenyl)-N-methyl-benzamideHCID 68603117—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-bromo-4-chloro-N-[2-(2-dimethylamino-ethoxy)-phenyl]-N-methyl-benzamideHCID 6860360739.9%

Reaction Steps

A mixture of 3-bromo-4-chloro-N-(2-hydroxy-phenyl)-N-methyl-benzamide (404 mg, 1.18 mmol, Step 3B), β-dimethylaminobromide hydrobromide (553 mg, 2.38 mmol) and K2CO3 (655 mg, 4.75 mmol) was heated in DMF (7 mL) at 80° C. for 14 hrs. The mixture was then diluted with ethyl acetate and water. The organic layer was separated and washed with water and brine, dried over Na2SO4, then purified by silica gel column chromatography eluting with DCM/MeOH (95/5 with gradient to 9/1) to yield 3-bromo-4-chloro-N-[2-(2-dimethylamino-ethoxy)-phenyl]-N-methyl-benzamide (97 mg). MS [M+H]+: 412.7; tR=2.24 min. (method 1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422310B2
Source datasetuspto-grants-2016_08
ORD IDord-7fa0b82661e447f19589492629677f5d
Source noteuspto-grants-2016_08