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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 346711Generated: October 25, 2026

1,1'-Carbonyldiimidazole → 2-(4-(4,9-diethoxy-1-oxo-1H-benzo[f]isoindol-2(3H)-yl)phenyl)-N-((4-fluorophenyl)sulfonyl)acetamide

https://huagongshe.com/reaction/346711

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-FluorobenzenesulfonamideHCID 120231—
Reactant[4-(4,9-diethoxy-1-oxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetic acidHCID 9931112—
SolventDichloromethaneHCID 6344—
Product2-(4-(4,9-diethoxy-1-oxo-1H-benzo[f]isoindol-2(3H)-yl)phenyl)-N-((4-fluorophenyl)sulfonyl)acetamideHCID 989408235.3%

Reaction Steps

To a solution of carbonyldiimidazole (13.2 mg, 0.081 mmol) and [4-(4,9-diethoxy-1-oxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetic acid (30 mg, 0.074 mmol) in dichloromethane (2 ml) was added 4-fluorobenzenesulphonamide (14.3 mg, 0.081 mmol) and N,N-diisopropylethylamine (10.5 mg, 0.81 mmol). The mixture was stirred at ambient temperature under an atmosphere of nitrogen overnight. The reaction mixture was diluted with dichloromethane (3 ml) and then washed with 2N hydrochloric acid (5 ml). The organic phase was dried (MgSO4) and then concentrated in vacuo to give a brown gum. The residue was purified using mass directed autopurification to give the title compound as a white solid (14.7 mg, 35.3%). MH+563.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07173047B2
Source datasetuspto-grants-2007_02
ORD IDord-74fcd33b573a41169ca8bf9fead8c9a7
Source noteuspto-grants-2007_02