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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 982847Generated: October 30, 2026

Benzamidine → HCID 22563291, compound

https://huagongshe.com/reaction/982847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzamidineHCID 2332—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 15670030HCID 15670030—
SolventDimethylformamideHCID 6228—
ProductHCID 22563291HCID 2256329141.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-(3-bromo-4-oxo-pentyl)-isoindole-1,3-dione (12.4 g) [CAS 112357-34-3] in abs. DMF (50 ml) was added benzamidine 85% (5.65 g) and potassium carbonate (11.03 g). The reaction mixture was stirred at 80° C. for 4 h, concentrated under vacuum. To the residue was added ice/water, and the mixture was extracted with ethyl acetate. The organic phase was washed with water and brine, dried over magnesium sulphate and concentrated. The crude product was purified by chromatography on silica gel using methylene chloride/methanol 5% and 10% as eluent to obtain 2-[2-(5-methyl-2-phenyl-1H-imidazol-4-yl)-ethyl]-isoindole-1,3-dione (5.5 g) as a yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06861440B2
Source datasetuspto-grants-2005_03
ORD IDord-d3e4543f65b84551ad1e22a497231067
Source noteuspto-grants-2005_03