HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malononitrile → HCID 9943960, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 3-Aminophenol | HCID 11568 | — |
| Reactant | 5-Methoxy-3-pyridinecarboxaldehyde | HCID 10975549 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 9943960 | HCID 9943960 | 31% |
Reaction Steps
To a mixture of 5-methoxypyridine-3-carboxaldehyde (69.2 mg, 0.5 mmol) and malononitrile (34 mg, 0.5 mmol) in ethanol (2.5 mL) was added piperidine (0.1 mL, 1 mmol) and 3-aminophenol (60 mg, 0.55 mmol). The mixture was stirred for 2 h under argon at room temperature. The solvent was evaporated and the residue was purified by chromatography on silica gel with hexane: EtOAc (4:1˜1:1) as eluant, yielding 44 mg of (31%) the title compound. 1H NMR (CD3OD): 8.02 (s, 1H), 7.88 (s, 1H), 6.93 (s, 1H), 6.75 (s, 1H), 6.51 (d, J=8.4 Hz, 1H), 6.18 (d, J=8.4 Hz, 1H), 6.09 (s, 1H), 5.15 (br, 1H), 4.49 (s, 1H), 3.66 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07053117B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-292b8929e4004e61ad1da77488cbaac5 |
| Source note | uspto-grants-2006_05 |