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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060026Generated: October 31, 2026

Hydrochloric Acid → 2-Amino-5-(4-methoxypyridin-2-yl)benzimidazole dihydrochloride

https://huagongshe.com/reaction/1060026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-cyano-4-(4-methoxypyridin-2-yl)-2-nitroanilineHCID 18667498—
CatalystNickelHCID 935—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product2-Amino-5-(4-methoxypyridin-2-yl)benzimidazole dihydrochlorideHCID 18667609—

Reaction Steps

A suspension of N-cyano-4-(4-methoxypyridin-2-yl)-2-nitroaniline (200 mg) in ethanol (10 ml) was hydrogenated over Raney-nickel (500 mg) under a hydrogen atmosphere for 12 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 20 g, dichloromethane:methanol:aqueous ammonia=100:10:1). The compound obtained was dissolved in ethyl acetate, and a solution of hydrogen chloride in 1,4-dioxane (4N, 1 ml) was added. The precipitate was collected by filtration and dried to give 2-amino-5-(4-methoxypyridin-2-yl)benzimidazole dihydrochloride (142 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521643B1
Source datasetuspto-grants-2003_02
ORD IDord-c6ed7ea49928435a8d53e9e4aa360a52
Source noteuspto-grants-2003_02