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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661885Generated: October 26, 2026

Ethyl Acetate → 4-bromo-2-(4-isopropyl-phenyl)-7-methoxy-1H-benzoimidazole

https://huagongshe.com/reaction/1661885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-(2-amino-3-bromo-6-methoxy-phenyl)-4-isopropyl-benzamideHCID 57772045—
SolventAcetic AcidHCID 176—
Product4-bromo-2-(4-isopropyl-phenyl)-7-methoxy-1H-benzoimidazoleHCID 5777201581.7%

Reaction Steps

A solution of 1.44 g (3.97 mmol) N-(2-amino-3-bromo-6-methoxy-phenyl)-4-isopropyl-benzamide in 25 ml glacial acetic acid is stirred at 100° C. for 3 h. The reaction mixture is cooled to room temperature 200 ml ethyl acetate is added. The solution is washed with 4N NaOH (2×) and with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=2:1) to afford 1.12 g of the title compound as slightly reddish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030497B2
Source datasetuspto-grants-2011_10
ORD IDord-90f93b73bc2d435d8c4201fe6b99079d
Source noteuspto-grants-2011_10