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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498913Generated: October 25, 2026

Citric Acid → 1-Methyl-1H-benzimidazole-5-carboxylic acid

https://huagongshe.com/reaction/1498913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 1-methyl-1h-benzimidazole-5-carboxylateHCID 965320—
SolventIsopropanolHCID 3776—
Product1-Methyl-1H-benzimidazole-5-carboxylic acidHCID 491306386.2%

Reaction Steps

Ethyl 1-methyl-1H-benzimidazole-5-carboxylate (800 mg, 3.92 mmol) prepared in the Step 1-1-4 was suspended in 2-propanol (10 ml), and a 1 mol/L sodium hydroxide aqueous solution (10 ml) was added thereto. The mixture was heated under reflux for one hour. After being allowed to cool, the mixture was neutralized with 1 mol/L hydrochloric acid. The resulting mixture was then acidified with citric acid, separated by filtration, and washed with a small quantity of water. Then, the resulting product was subjected to through circulation drying overnight to give the title compound (595 mg, 86%) as a gray powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200008B2
Source datasetuspto-grants-2015_12
ORD IDord-919dfc4e6f544d878b2785e4332178c9
Source noteuspto-grants-2015_12