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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476894Generated: October 25, 2026

2-Chloro-N,N-dimethylethylamine → 1-(beta-Dimethylaminoethyl)-N-(2-pyridyl)benzimidazole-2-carboxamide

https://huagongshe.com/reaction/476894

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-N,N-dimethylethylamineHCID 7901—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant1H-Benzimidazole-2-carboxamide, N-2-pyridinyl-HCID 3087291—
SolventDimethyl SulfoxideHCID 679—
Product1-(beta-Dimethylaminoethyl)-N-(2-pyridyl)benzimidazole-2-carboxamideHCID 14371288—

Reaction Steps

N-(2-pyridyl)benzimidazole-2-carboxamide (2.0 g) prepared in Example 1 was dissolved in dry DMSO (25 ml), sodium hydride (0.35 g) was added and stirred at room temperature for 1 hr. Excess β-dimethylaminoethyl chloride was added to the mixture and allowed to react overnight at room temperature under agitation. The reaction solution was poured into aqueous saturated ammonium chloride solution and extracted with chloroform. The chloroform layer was dried over anhydrous Na2SO4 and the solvent was distilled off. Purification of the residue by column chromatography on silica gel gave the title compound (0.84 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04886803
Source datasetuspto-grants-1989_12
ORD IDord-d86dc80316844185b931bc596695868e
Source noteuspto-grants-1989_12