Methanol → Methyl 6-aminonicotinate

HRID 130342Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 130342
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.S(=O)(=O)(O)O.[CH3:16]O>>[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:16])=[O:7])=[CH:4][N:3]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 184966-Aminonicotinic acid

Produkt 1

HCID 737487Methyl 6-aminonicotinateAusbeute 30 %

Versuchsvorschrift

A suspension of 6-aminonicotinic acid (2.0 g, 14.5 mmol) and sulfuric acid (2 mL) in methanol (125 mL) was heated at reflux overnight. The solution was cooled, the methanol evaporated and the residue was taken up in water (100 mL) and made basic with NaHCO3 (s), causing a white solid to precipitate. The mixture was extracted with chloroform (3×40 mL) and the combined extracts were dried (MgSO4) and evaporated to afford the ester as an off-white solid (1.04 g, 30%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. temperatureThe solution was cooled
  4. customthe methanol evaporated
  5. customto precipitate
  6. extractionThe mixture was extracted with chloroform (3×40 mL)
  7. dry with materialthe combined extracts were dried (MgSO4)
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-9f98e989563b4806b1ae9fe134ab2502
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07381734B2

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