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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573316Generated: October 30, 2026

Ethyl bromoacetate → 1-(ethoxycarbonylmethyl)-2-chlorobenzimidazole

https://huagongshe.com/reaction/573316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
Reactant2-ChlorobenzimidazoleHCID 78572—
SolventDimethylformamideHCID 6228—
Product1-(ethoxycarbonylmethyl)-2-chlorobenzimidazoleHCID 4159154—

Reaction Steps

To a solution of 2-chloro-1H-benzo[d]imidazole (10 g) and NaH (60% in oil, 3.15 g) in DMF (150 mL) was added ethyl bromoacetate (11.0 mL) at 0° C. After stirring overnight at room temperature, the reaction mixture was quenched with water and extracted with AcOEt. The extract was washed with water and brine, dried over MgSO4, and concentrated under reduced pressure. The precipitate was crystallized from AcOEt/hexane to give the title compound (12 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-cd7f19ad502742fb9a4c7b9f7c6961cb
Source noteuspto-grants-2015_05