Hydrochloric Acid → 2-Methyl-6-(1h-1,2,4-triazol-1-yl)pyridin-3-ol

HRID 1931575

Reaktionsgleichung

Reaktionsgleichung von HRID 1931575
[CH3:1][C:2]1[C:7]([O:8]C(=O)C)=[CH:6][CH:5]=[C:4]([N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)[N:3]=1.[OH-].[Na+].Cl>>[CH3:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)[N:3]=1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 669152932-Methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl acetate

Produkt 1

HCID 579650072-Methyl-6-(1h-1,2,4-triazol-1-yl)pyridin-3-olAusbeute 95,6 %

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Acetic acid 2-methyl-6-[1,2,4]triazol-1-yl-pyridin-3-yl ester (125 mg, 0.57 mmol) was added to 2 M aqueous sodium hydroxide solution (1.6 mL) at 0° C. to give a slurry, and the mixture was stirred at 0° C. for 20 min and then at room temperature for 3 h. 2 M Aqueous hydrochloric acid was added to bring the pH to 6, and the mixture was extracted four times with ethyl acetate. The organic layers were combined and the solvent was evaporated to dryness to give 2-methyl-6-[1,2,4]triazol-1-yl-pyridin-3-ol (96 mg, 95%) as a white powder. 1H NMR (300 MHz, DMSO-d6) δ 2.36 (s, 3H), 7.33 (d, 1H, J=8.7 Hz), 7.51 (d, 1H, J=8.5 Hz), 8.18 (s, 1H), 9.12 (s, 1H), 10.19 (br s, 1H).

Aufarbeitung

  1. customto give a slurry
  2. waitat room temperature for 3 h
  3. extractionthe mixture was extracted four times with ethyl acetate
  4. customthe solvent was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-6f5d41db9a914a05b48ac577ec265557
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188098B2

Verknüpfte Notizen

Wird geladen…