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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555871Generated: October 25, 2026

Triethylamine → 4-methoxy-1H-benzo[d]imidazol-2(3H)-one

https://huagongshe.com/reaction/555871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiphenylphosphoryl azideHCID 123414—
Reactant2-Amino-3-methoxybenzoic acidHCID 255720—
SolventTetrahydrofuranHCID 8028—
Product4-methoxy-1H-benzo[d]imidazol-2(3H)-oneHCID 12926628—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a round bottomed flask was added 2-amino-3-methoxybenzoic acid (2.2705 g, 13.58 mmol), diphenyl phosphorazidate (3.51 mL, 16.30 mmol), and triethylamine (3.79 mL, 27.2 mmol) in THF to stir at 80° C. Upon completion the reaction was allowed to cool to room temperature. Solvent was evaporated. The residue was taken up in DCM. The reaction mixture was diluted with water and extracted with DCM. A white precipitate was noted to form during extraction The solid was filtered to provide 4-methoxy-1H-benzo[d]imidazol-2(3H)-one. [M+H]=165.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053438B2
Source datasetuspto-grants-2011_11
ORD IDord-07c0bed16dfa4003be0db0229759d9ca
Source noteuspto-grants-2011_11