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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858293Generated: October 29, 2026

Dimethylformamide → 1-Methyl-1H-benzimidazole-5-carboxylic acid

https://huagongshe.com/reaction/858293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-(Methylamino)-3-nitrobenzoic acidHCID 283475—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
Product1-Methyl-1H-benzimidazole-5-carboxylic acidHCID 4913063—

Reaction Steps

25.0 g of 4-methylamino-3-nitrobenzoic acid, dissolved in 200 ml DMF, are hydrogenated for 5 hours at a hydrogen pressure of 30 psi with the addition of 2.5 g of palladium on activated charcoal (10%). The catalyst is suction filtered and the solvent is distilled off. The residue is stirred with diethyl ether, suction filtered and dried. The crude product thus obtained (19.7 g) is refluxed for 2 hours in 250 ml formic acid. After the solvent has been distilled off the residue is stirred with diethyl ether, suction filtered and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148249B2
Source datasetuspto-grants-2006_12
ORD IDord-8717d5d8a84f4693bc5a048cf907170e
Source noteuspto-grants-2006_12