HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Ethylmaleimide → 2-Azido-n-ethylsuccinimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Ethylmaleimide | HCID 4362 | — |
| Reactant | Maleimide | HCID 10935 | — |
| Reactant | Hydrazoic acid | HCID 24530 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Azido-n-ethylsuccinimide | HCID 10176300 | 93% |
Reaction Conditions
| Temperature | -30 °C |
|---|
Reaction Steps
A solution in toluene of N-ethylmaleimide, HN3 (excess relative to the maleimide), and the (salen)AlN3 catalyst depicted above (10 mol % relative to the maleimide) was maintained at −30° C. for 18 h. After a standard quench and work-up of the reaction mixture, the crude material was purified to yield 2-azido-N-ethylsuccinimide (93%, 93% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06844448B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-109b039de3c44ae48d6086c1d83667e9 |
| Source note | uspto-grants-2005_01 |