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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221961Generated: October 31, 2026

Hydrochloric Acid → HCID 59707057, compound

https://huagongshe.com/reaction/221961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Nitrobenzyl bromideHCID 66011—
Reactant1-(4-tert-butylbenzyl)-1,3-dihydrobenzimidazol-2-oneHCID 755579—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 59707057HCID 59707057—

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of compound N (1.12 g, 4.0 mmol) in abs. DMF (30 mL) there were added 4-nitrobenzyl bromide (864 mg, 4.0 mmol), potassium carbonate (1.14 g, 8.30 mmol), and a catalytic amount of potassium iodide under a blanket of argon. The reaction mixture was heated to 75° C. over a period of 4 h. Following cooling, the reaction mixture was poured into a mixture of ice (300 g) and 2N hydrochloric acid solution in H2O (200 mL), and the reaction mixture was stirred for 1 hour. The resulting solid matter was separated through a frit and dried in vacuo over calcium chloride. The desired product 1-(4-tert-butylbenzyl)-3-(4-nitrobenzyl)-1,3-dihydrobenzimidazol-2-one (P) was obtained in an adequately pure form for synthetic purposes in a yield of 1.48 g (89% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207182B2
Source datasetuspto-grants-2012_06
ORD IDord-85d9282dddd041b0a6ca6b0b69639fce
Source noteuspto-grants-2012_06