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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2108837Generated: November 1, 2026

Hydrochloride methanol → 6-(Aminomethyl)-1-methyl-1,3-dihydro-2H-benzimidazol-2-one, hydrochloride

https://huagongshe.com/reaction/2108837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloride methanolHCID 21893726—
Reactanttert-butyl [(3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)methyl]carbamateHCID 86609348—
Product6-(Aminomethyl)-1-methyl-1,3-dihydro-2H-benzimidazol-2-one, hydrochlorideHCID 13172738786%

Reaction Steps

A mixture of tert-butyl [(3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)methyl]carbamate (658 mg, 2.37 mmol) and 10% hydrogen chloride-MeOH was stirred for 2 hours at ambient temperature. The formed precipitate was collected and washed with DCM to give the title compound as a white solid (436 mg, 86%). 1H NMR (CDCl3): δ 3.28 (3H, s), 3.73 (2H, brs), 7.01 (1H, d, J=7.9 Hz), 7.12 (1H, d, J=7.9 Hz), 7.28 (1H, d, J=8.5 Hz), 8.03-8.67 (3H, m), 11.02 (1H, s). MS (ESI) m/z 176 (M−H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514457B2
Source datasetuspto-grants-2009_04
ORD IDord-1934d7993f9f4505b0aced347bfbd121
Source noteuspto-grants-2009_04