HuagongsheHuagongshe Chemistry Print Report · For research reference only
Furan → (3,5-Dioxo-10-oxa-4-azatricyclo[5.2.1.02,6]dec-4-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Furan | HCID 8029 | — |
| Reactant | Maleimide | HCID 10935 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | 10-Oxa-4-azatricyclo(5.2.1.02,6)decane-3,5-dione | HCID 239727 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (3,5-Dioxo-10-oxa-4-azatricyclo[5.2.1.02,6]dec-4-yl)acetonitrile | HCID 22396537 | — |
Reaction Steps
Synthesis took place in analogy to Example VI a from 10-oxa-4-azatricyclo[5.2.1.02,6]decane-3,5-dione (obtainable from maleimide and furan from Diels-Alder reaction for example as described by Padwa, A.; Dimitroff, M.; Waterson, A. G.; Wu, T.; J Org Chem 1997, 62, 4088-4096 and subsequent hydrogenation as described by Ansell, M. F.; Caton, M. P. L.; North, P. C.; Tetrahedron Lett. 1982, 23, 2811) and bromoacetonitrile with the exception that acetone was used as solvent in place of DMF. The substance was employed as crude product in the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06903089B1 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-5397b9d01bdc473a8cd5f7b98554a071 |
| Source note | uspto-grants-2005_06 |