Identification | More | [Name]
2-CYANO-3-HYDROXYPYRIDINE | [CAS]
932-35-4 | [Synonyms]
2-CYANO-3-HYDROXYPYRIDINE 3-HYDROXYPICOLINONITRILE 3-HYDROXY-PYRIDINE-2-CARBONITRILE 3-hydroxy-2-cyanopyridine 2-Cyano-3-hydroxpyridine 3-hydroxy-2-cyanopy 2-Cyano-pyridin-3-ol 3-Hydroxy-2-pyridinecarbonitrile | [EINECS(EC#)]
213-251-8 | [Molecular Formula]
C6H4N2O | [MDL Number]
MFCD01646135 | [Molecular Weight]
120.11 | [MOL File]
932-35-4.mol |
Chemical Properties | Back Directory | [Melting point ]
211-212 °C (decomp) | [Boiling point ]
429.2±30.0 °C(Predicted) | [density ]
1.33±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
2.58±0.10(Predicted) | [color ]
Yellow to Dark Yellow | [InChI]
InChI=1S/C6H4N2O/c7-4-5-6(9)2-1-3-8-5/h1-3,9H | [InChIKey]
XTVFTOVNAKNVQK-UHFFFAOYSA-N | [SMILES]
C1(C#N)=NC=CC=C1O | [CAS DataBase Reference]
932-35-4(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
T,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
3439 | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
2933399990 |
Hazard Information | Back Directory | [Uses]
2-Cyano-3-hydroxypyridine can be used as eIF4A inhibitors. | [Synthesis]
Example 3: 5.0 g of 1N hydrochloric acid and 1.0 g (6.31 mmol) of α-amino-2-furan acetonitrile hydrochloride were added to a three-neck flask at room temperature. The reaction mixture was cooled to 0 °C and 360 μL of bromine (6.94 mmol) was slowly added dropwise, followed by stirring at 0 °C for 1 hour. The reaction mixture was gradually warmed to room temperature and stirring was continued for 2 hours. After that, 32 μL of bromine was added to the reaction system and stirring was continued for 2 hours. Again, 32 μL of bromine was added and stirred for 1 hour. Upon completion of the reaction, 199 mg of sodium thiosulfate was added to the mixture to quench the reaction, followed by adjusting the pH with 40% NaOH aqueous solution to 3.0. The reaction mixture was filtered to afford a product containing 0.47 g of 2-cyano-3-hydroxypyridine. The yield of 2-cyano-3-hydroxypyridine was 62% based on the amount of α-amino-2-furylacetonitrile hydrochloride. | [References]
[1] Patent: TW2016/510, 2016, A. Location in patent: Page/Page column 14 [2] Patent: WO2017/127794, 2017, A1 [3] Patent: WO2017/127791, 2017, A1 [4] Patent: TW2018/27404, 2018, A |
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