Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191999Generated: November 1, 2026

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

https://huagongshe.com/reaction/2191999

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 numberUS08329700B2
Source datasetuspto-grants-2012_12
ORD IDord-91e43439c5174e1b80954496d25dc5f7
Source noteuspto-grants-2012_12