Ethanol → Ethyl 3-Aminoisonicotinate

HRID 868957

Reaktionsgleichung

Reaktionsgleichung von HRID 868957
[NH2:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH2:16](O)[CH3:17]>C1(C)C=CC=CC=1>[NH2:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH2:16][CH3:17])=[O:5]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 4595313-Aminoisonicotinic acid

Produkt 1

HCID 2736365Ethyl 3-Aminoisonicotinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To an ice-cold suspension of 3-aminoisonicotinic acid (8 g, 58 mmol) in ethanol (36 mL) and toluene (36 mL) was added concentrated sulfuric acid (6.4 mL), and the mixture was stirred for 24 h. The solvents were removed under reduced pressure, the residue was dissolved in water, and the solution was adjusted to pH 8 with concentrated ammonium hydroxide to give ethyl 3-aminoisonicotinate (6.5 g). MS (ESI): m/z 167 [M+H]+.

Aufarbeitung

  1. customThe solvents were removed under reduced pressure
  2. dissolutionthe residue was dissolved in water

Quellen und Nachweise

ORD-Eintrag
ord-5af5714a24524f9b806dd5e0a82c303d
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969349B2

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