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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2249604Generated: October 28, 2026

Benzamidine → HCID 178514988, compound

https://huagongshe.com/reaction/2249604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzamidineHCID 2332—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(5-bromo-4-oxopentyl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 13903293—
SolventDimethylformamideHCID 6228—
ProductHCID 178514988HCID 17851498867.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-(5-bromo-4-oxo-pentyl)-isoindole-1,3-dione [CAS 41306-64-3](12.4 g) in abs. DMF (50 ml) was added benzamidine 85% (5.65 g) and potassium carbonate (11.05 g). The reaction mixture was stirred at 80° C. for 4 h, concentrated under high vacuum, quenched with water and extracted with ethyl acetate. The organic phase was washed with ice/water and brine, dried over magnesium sulphate and concentrated. The residue was purified by chromatography on silica gel using methylene chloride/methanol 2 and 5% as eluent. The product fractions were combined and evaporated to dryness to obtain 2-[3-(2-phenyl-1H-imidazol-4-yl)-propyl]-isoindole-1,3-dione (8.95 g) as a light yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07314884B2
Source datasetuspto-grants-2008_01
ORD IDord-2c2143e804204ea7acec69877a851e6f
Source noteuspto-grants-2008_01