HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylamine → 4-azido-N-ethylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4-Azidobenzoic acid | HCID 3034184 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | acetonitrile N,N-dimethylformamide | HCID 21891449 | — |
| Product | 4-azido-N-ethylbenzamide | HCID 59432226 | 96% |
Reaction Steps
To a solution of 4-azidobenzoic acid (0.65 g) in acetonitrile-DMF (2:1, 15 ml) were successively added 2M ethylamine in THF solution (2.4 ml), triethylamine (0.67 ml), HOBt (0.79 g) and WSC (0.92 g), and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, and the residue was dissolved in ethyl acetate and washed with saturated aqueous sodium hydrogen carbonate solution. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as a pale-yellow powder (0.73 g, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07803822B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-64f83f89ed7d4c429ddd0d2b6464814b |
| Source note | uspto-grants-2010_09 |