Sulfuric Acid → 5-Bromo-3,4-dimethylpyridin-2(1H)-one

HRID 575590Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 575590
[Br:1][C:2]1[C:3]([CH3:10])=[C:4]([CH3:9])[C:5](N)=[N:6][CH:7]=1.[OH:11]S(O)(=O)=O.N([O-])=O.[Na+]>O>[Br:1][C:2]1[C:3]([CH3:10])=[C:4]([CH3:9])[C:5](=[O:11])[NH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 70103075-Bromo-3,4-dimethylpyridin-2-amineHCID 23668193Sodium Nitrite

Produkt 1

HCID 587031425-Bromo-3,4-dimethylpyridin-2(1H)-oneAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
31 °C

Versuchsvorschrift

To a mixture of 5-bromo-3,4-dimethylpyridin-2-amine (0.6 g, 3.0 mmol) and H2SO4 (98%, 1.62 mL) and H2O (18 mL) is added a solution of NaNO2 (243.6 mg, 4.2 mmol) in H2O (1.6 mL) drop-wise at 0° C. Then, it was stirred at 31° C. for 30 minutes and filtered. The resulting solid is washed with water to provide the title compound (375.0 mg, 62%) as a white solid. 1H NMR (CDCl3, 400 MHz) δ 7.48 (s, 1H), 2.32 (s, 3H), 2.19 (s, 3H). LCMS (M+H)+ 202.

Aufarbeitung

  1. filtrationfiltered
  2. washThe resulting solid is washed with water

Quellen und Nachweise

ORD-Eintrag
ord-51c99e3bdd9b41c3847cc67979283795
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034900B2

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