Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | 2,4-Dimethylnicotinaldehyde | HCID 10441755 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 72255374 | HCID 72255374 | 88.4% |
Reaction Steps
A solution of hydroxylamine hydrochloride (0.21 g, 3.0 mmol) and sodium hydroxide (0.12 g, 3.0 mmol) in water (1.9 mL) was added to a solution of 2,4-dimethyl-3-pyridinecarbaldehyde (0.35 g, 2.6 mmol) in ethanol (3.8 mL). The solution was heated in a 65° C. oil bath for 2 hours. The mixture was concentrated and the residue diluted with water and filtered. The resulting white solid was dried in a 45° C. vacuum oven with P2O5 to yield 2,4-dimethyl-3-pyridinecarbaldehyde oxime (345 mg, 88%). 1H NMR (400 MHz, DMSO-d6): δ 11.44 (s, 1H), 8.33 (s, 1H), 8.23 (d, J=5 Hz, 1H), 7.08 (d, J=5 Hz, 1H), 2.48 (s, overlapping DMSO), 2.33 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960552B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-ad852091917c4b0cb112d7846cfad177 |
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| Source note | uspto-grants-2011_06 |
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