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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56617Generated: October 27, 2026

Ethyl 6-nitro-1H-benzimidazole-2-carboxylate → 1H-Benzimidazole-2-carboxylic acid, 6-amino-, ethyl ester

https://huagongshe.com/reaction/56617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 6-nitro-1H-benzimidazole-2-carboxylateHCID 57376767—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1H-Benzimidazole-2-carboxylic acid, 6-amino-, ethyl esterHCID 45089720—

Reaction Steps

A solution of 1.9 g (8.1 mmol) of ethyl 6-nitro-1H-benzimidazole-2-carboxylate in 30 ml of ethanol was hydrogenated in the presence of 190 mg of palladium (10% on activated carbon) at RT and standard pressure for 3 h. The reaction mixture was then filtered through kieselguhr and the residue was washed with ethanol. The combined filtrates were concentrated under reduced pressure. The residue was dried under reduced pressure and then purified by flash chromatography (silica gel 50, mobile phase: dichloromethane/methanol 3-5%). Yield: 640 mg (39% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434690B2
Source datasetuspto-grants-2016_09
ORD IDord-e6ff972fde9c4477b3694df4ca56bc92
Source noteuspto-grants-2016_09