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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587562Generated: October 25, 2026

Hydrochloric Acid → 4-[(1-methyl-1H-benzimidazol-2-yl)oxy]aniline

https://huagongshe.com/reaction/587562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(diphenylmethylidene)-4-[(1-methyl-1H-benzimidazol-2-yl)oxy]anilineHCID 58577298—
SolventTetrahydrofuranHCID 8028—
Product4-[(1-methyl-1H-benzimidazol-2-yl)oxy]anilineHCID 2156367791.6%

Reaction Steps

To a suspension of N-(diphenylmethylidene)-4-[(1-methyl-1H-benzimidazol-2-yl)oxy]aniline (810 mg) in THF (10 mL) was added 1 N HCl aq (10 mL) at room temperature, and the mixture was stirred at room temperature for 1 h. The mixture was neutralized with sat. NaHCO3 aq. and extracted with AcOEt. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 5%-100% AcOEt in hexane) to give 4-[(1-methyl-1H-benzimidazol-2-yl)oxy]aniline (440 mg) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226921B2
Source datasetuspto-grants-2016_01
ORD IDord-fed73f7ffc6f484f8fbbfe9462cb60f4
Source noteuspto-grants-2016_01