HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 57714139, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | N-Benzylaminodiacetic acid | HCID 77606 | — |
| Reactant | Propargylamine | HCID 239041 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57714139 | HCID 57714139 | 62% |
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 (10 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820818B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-02e802ec72d04c2981b091d084740b89 |
| Source note | uspto-grants-2010_10 |