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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750109Generated: October 28, 2026

Potassium Carbonate → 1,3-Dihydro-5-methoxy-2H-benzimidazol-2-one

https://huagongshe.com/reaction/1750109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl N-(2-amino-4-methoxyphenyl)carbamateHCID 10752410—
SolventDimethylformamideHCID 6228—
Product1,3-Dihydro-5-methoxy-2H-benzimidazol-2-oneHCID 59110172%

Reaction Conditions

Temperature130 °C

Reaction Steps

Intermediate 36 (7.3 g, 30.6 mmol) was dissolved in DMF (70 mL). To this solution was added anhydrous K2CO3 (4.7 g, 33.7 mmol) and the mixture was heated to reflux (130° C.) for 5 h. The solvent was removed under pressure, the residue was poured into ice water, and the aq phase was extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SO4, concentrated under vacuum, and the resulting yellow solid was recrystallized from EtOH to give 5-methoxy-1H-benzo[d]imidazol-2(3H)-one (intermediate 37) (3.6 g, 72%) as a yellow solid. mp: 249-251° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156822B2
Source datasetuspto-grants-2015_10
ORD IDord-6d0397958cfe48609787bb7eb1287c18
Source noteuspto-grants-2015_10