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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916085Generated: October 31, 2026

Dimethylformamide → HCID 178497635, compound

https://huagongshe.com/reaction/916085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantHCID 69456394HCID 69456394—
SolventWaterHCID 962—
ProductHCID 178497635HCID 17849763563%

Reaction Conditions

Temperature80 °C

Reaction Steps

Sodium hydride (400 mg, 10.0 mmol) and dimethylformamide (30 ml) were added to a previously dried reaction vessel. To the mixture were added 2-(benzimidazole-2-ylthiomethyl)benzoic acid methyl ester (1500 mg, 5.0 mmol) and bromoacetate t-butyl ester (1463 mg, 7.5 mmol), and the mixture was stirred at 80° C. for 2 hours. Water was added thereto, followed by extraction with ether. After the ether phase was dried with anhydrous sodium sulfate, it was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to obtain 2-(2-((2-(methoxycarbonyl)phenyl)methylthio)benzimidazolyl)acetic acid t-butyl ester (1298 mg, yield 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268145B2
Source datasetuspto-grants-2007_09
ORD IDord-30f3d3bdd2904bb7b0477e9673818adf
Source noteuspto-grants-2007_09