HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malononitrile → HCID 86678963, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67992976 | HCID 67992976 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86678963 | HCID 86678963 | — |
Reaction Steps
To NaH (60%, 0.293 g, 7.32 mmol) in 10 mL of DMF at room temperature was added dropwise malononitrile (0.483 g, 7.32 mmol) in 5 mL of DMF. After stirring at room temperature for 15 minutes, the intermediate from Step C (1.82 g, 7.32 mmol) in 10 mL of DMF was added. The resulting mixture was stirred for 2 hours and then quenched with water. The mixture was extracted with EtOAc, dried with MgSO4, and concentrated. The residue was purified by silica gel chromatography using a hexanes/EtOAc gradient to give the indicated compound (a pale yellow oil). 1H NMR (CDCl3, 500 MHz) δ 7.66 (1H, s), 4.88 (1H, s), 3.87 (3H, s), 2.49 (3H, s), 1.92 (3H, s). m/z=234 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365574B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-0a44864e3bc44124a86302345242c40b |
| Source note | uspto-grants-2016_06 |