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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphenylphosphoryl azide | HCID 123414 | — |
| Reactant | 2-Amino-3-methoxybenzoic acid | HCID 255720 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-methoxy-1H-benzo[d]imidazol-2(3H)-one | HCID 12926628 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08053438B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-07c0bed16dfa4003be0db0229759d9ca |
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| Source note | uspto-grants-2011_11 |
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