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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74278Generated: October 26, 2026

Water → 5-(Benzoxazol-2-yl)-2-methyl-1-(tetrahydrofuran-2-yl)methylbenzimidazole

https://huagongshe.com/reaction/74278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthanimidic acid, methyl ester, hydrochloride (1:1)HCID 10313100—
Reactant2-(2-(Tetrahydrofuran-2-yl)methylaminoanilin-5-yl)benzoxazoleHCID 67498163—
SolventMethanolHCID 887—
Product5-(Benzoxazol-2-yl)-2-methyl-1-(tetrahydrofuran-2-yl)methylbenzimidazoleHCID 67498246127.5%

Reaction Steps

To a solution of 2-(tetrahydrofuran-2-yl)methylaminoanilin-5-yl)benzoxazole (see Working Example 95-1) (0.15 g, 0.4 mmol) in methanol (5 mL) was added methyl acetimidate hydrochloride (0.05 mg, 0.4 mmol), and this was heated to reflux for 3 hours. After the reaction solution was cooled, water was added, and the precipitated crystals were filtered, and after being washed with water were dried to yield the title compound (0.17 g, 79% yield) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829035B2
Source datasetuspto-grants-2014_09
ORD IDord-4dc6c4a636874245a195b8c35e73cacc
Source noteuspto-grants-2014_09