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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984246Generated: November 2, 2026

1,1'-Carbonyldiimidazole → HCID 57714139, compound

https://huagongshe.com/reaction/1984246

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantN-Benzylaminodiacetic acidHCID 77606—
ReactantPropargylamineHCID 239041—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57714139HCID 5771413962%

Reaction Steps

To a suspension of N-benzyliminodiacetic acid (10 mmol) in THF (30 ml), 1,1′-carbonyldiimidazole (22 mmol) is added with stirring. The reaction mixture is refluxed with stirring for 15 minutes. Propargylamine (100 mmol) is added and then reaction mixture is stirred at 90° C. for 1 day. The organic solvent is evaporated and then the residue is dissolved in AcOEt. The organic layer is washed with 2×100 ml 0.1N HCl and then dried over sodium sulfate. The solvent is concentrated under vacuum. The purification of the residue by silica gel column chromatography affords 1.5 g of title compound in 62% yield. Rf=0.24 (n-hexane:AcOEt=3:1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544688B2
Source datasetuspto-grants-2009_06
ORD IDord-da3647f0375c4b1db3dfc00e38fbf4fa
Source noteuspto-grants-2009_06