Ethanol → Ethyl 3-Aminoisonicotinate

HRID 227584

Reaktionsgleichung

Reaktionsgleichung von HRID 227584
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]([OH:10])=[O:9].S(=O)(=O)(O)O.[NH4+].[OH-].[CH2:18](O)[CH3:19]>>[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]([O:10][CH2:18][CH3:19])=[O:9]

Komponenten

5

Edukt 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 4595313-Aminoisonicotinic acid

Produkt 1

HCID 2736365Ethyl 3-AminoisonicotinateAusbeute 87 %

Versuchsvorschrift

To a solution of 1 g (7.25 mmol) of 3-amino-4-pyridinecarboxylic acid in 5 mL of ethyl alcohol was added 2 mL of sulfuric acid. The mixture was warmed under reflux for 2 h. It was cooled and basified with conc. NH4OH solution to pH=8. The resulting solution was extracted with ethyl acetate and the organic layer was washed with brine and water, dried (MgSO4) and concentrated in vacuo to give 1.04 g of the title compound as a white solid (87%).

Aufarbeitung

  1. temperatureThe mixture was warmed
  2. temperatureunder reflux for 2 h
  3. temperatureIt was cooled
  4. extractionThe resulting solution was extracted with ethyl acetate
  5. washthe organic layer was washed with brine and water
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-67d96eb2975649e3885db6bf1f096cfe
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560564B2

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