| Identification | Back Directory | [Name]
2,6-dichloropyridin-3-ol | [CAS]
52764-11-1 | [Synonyms]
Einecs 258-163-0
2,6-dichloropyridin-3-ol
2,6-Dichloro-3-pyridinol
2,6-Dichloropyridine-3-ol
3-Pyridinol, 2,6-dichloro-
2,6-Dichloro-3-hydroxypyridine
6-bromo-3,4-dimethylpyridin-2-amine
2,6-dichloropyridin-3-ol ISO 9001：2015 REACH | [EINECS(EC#)]
258-163-0 | [Molecular Formula]
C5H3Cl2NO | [MDL Number]
MFCD11044319 | [MOL File]
52764-11-1.mol | [Molecular Weight]
163.989 |
| Chemical Properties | Back Directory | [Boiling point ]
353.4±37.0 °C(Predicted) | [density ]
1.561±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
3.86±0.10(Predicted) | [Appearance]
White to light brown Solid | [InChI]
InChI=1S/C5H3Cl2NO/c6-4-2-1-3(9)5(7)8-4/h1-2,9H | [InChIKey]
CDDCESLWCVAQMG-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(Cl)=CC=C1O |
| Hazard Information | Back Directory | [Synthesis]
Preparation of Compound 1 Step 1 - A solution of 2,6-dichloropyridin-3-ylboronic acid (3 g, 15.71 mmol) in 30 mL of CH2Cl2 was slowly added to H2O2 (1.60 g, 47.12 mmol) at 0°C. The reaction mixture was stirred at room temperature for about 15 hours and then quenched with saturated aqueous NaHCO3 solution. Subsequently, 50 mL of Na2S2O3 aqueous solution was added and the pH was adjusted to <7 with 1 N HCl. The mixture was extracted with EtOAc (40 mL x 3), the organic layers were combined and washed with 100 mL of brine, dried over Na2SO4, filtered and the solvent was evaporated to give 2,6-dichloropyridin-3-ol (2.34 g, yield: 91.4%). The product was confirmed by 1H-NMR (CDCl3, 400MHz): δ 7.30 (d, J = 8.4Hz, 1H), 7.19 (d, J = 8.4Hz, 1H), 5.70 (br, 1H). | [References]
[1] Tetrahedron, 2005, vol. 61, # 6, p. 1417 - 1421
[2] Patent: WO2013/33900, 2013, A1. Location in patent: Page/Page column 27
[3] Patent: WO2013/33971, 2013, A1. Location in patent: Page/Page column 32-33
[4] Patent: US2014/213571, 2014, A1. Location in patent: Paragraph 0223 |
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