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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091219Generated: November 2, 2026

Methanol → 6-Methoxy-1-methyl-1H-benzimidazole

https://huagongshe.com/reaction/2091219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBenzenamine, 5-methoxy-N-methyl-2-nitro-HCID 153056—
CatalystPalladiumHCID 23938—
Product6-Methoxy-1-methyl-1H-benzimidazoleHCID 1180507560%

Reaction Steps

To a solution (200 mL) of 5-methoxy-N-methyl-2-nitroaniline (6.30 g) synthesized above in methanol was added 10% palladium/carbon (1.00 g) and the mixture was stirred under hydrogen atmosphere overnight at room temperature. Palladium/carbon was filtered off, and the filtrate was concentrated. A solution (150 mL) of the residue in formic acid was stirred overnight with heating under reflux, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (25% ethyl acetate/petroleum ether) to give the title object compound (4.07 g, 60%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436043B2
Source datasetuspto-grants-2013_05
ORD IDord-e976256f9a7d470ea1c73ae16c17e53b
Source noteuspto-grants-2013_05