HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malononitrile → 2-Amino-4-phenylfuran-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | alpha-Hydroxyacetophenone | HCID 68490 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Amino-4-phenylfuran-3-carbonitrile | HCID 11789888 | 49% |
Reaction Steps
To a solution of hydroxyacetophenone (10 g, 73.2 mmol) in methanol (200 mL) was added malononitrile (4.85 g, 73.4 mmol). Triethylamine (10.23 mL, 73.3 mmol) was then added slowly. The resulting dark solution was stirred overnight at room temperature. The mixture was then evaporated onto silica and purified by flash column chromatography (20% acetone/hexane) to afford the product as a pale yellow solid (6.6 g, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07776867B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-450939abba494bdca7413eaaad08eae8 |
| Source note | uspto-grants-2010_08 |