Acetic Anhydride → Methyl 4-(acetylamino)pyridine-3-carboxylate

HRID 539941

Reaktionsgleichung

Reaktionsgleichung von HRID 539941
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[C:8]([O:10][CH3:11])=[O:9].[C:12](OC(=O)C)(=[O:14])[CH3:13]>O1CCOCC1>[C:12]([NH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[C:8]([O:10][CH3:11])=[O:9])(=[O:14])[CH3:13]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 592353Methyl 4-aminopyridine-3-carboxylate

Produkt 1

HCID 66524315Methyl 4-(acetylamino)pyridine-3-carboxylateAusbeute 42,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of methyl 4-aminopyridine-3-carboxylate (100 g, 0.6 mol) and acetic anhydride (240 g, 2.4 mol) in anhydrous 1,4-dioxane (1.2 L) was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo and diluted with water (800 mL). The mixture was neutralized with a saturated aqueous solution of sodium bicarbonate to pH 7. The formed solid was collected by filtration and dried in vacuo to afford 50 g of methyl 4-(acetylamino)pyridine-3-carboxylate as a white solid.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additiondiluted with water (800 mL)
  3. filtrationThe formed solid was collected by filtration
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-da271d1338104b47a3d098c5128eb4f3
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871756B2

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