Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | 2-Amino-3-cyanopyridine | HCID 818259 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178513340 | HCID 178513340 | 69% |
Reaction Steps
To a solution of ethanol (10 mL) and 2-amino-nicotinonitrile (590 mg) were added hydroxylamine hydrochloride (510 mg) and potassium carbonate (1.4 g) at room temperature, which was stirred for 7 hours and 30 minutes under reflux. After this, the reaction mixture was stirred for 13 hours and 30 minutes at room temperature, then water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered, after which the filtrate was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:1) to obtain the titled compound (520 mg) as a cis-trans mixture. The titled compound was used in the subsequent reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183264B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-6af7e5e05e4449da83c9a0dae721c8c4 |
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| Source note | uspto-grants-2012_05 |
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