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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1049383Erstellt: 27. Oktober 2026

Acetic Acid → 2,7-Naphthyridin-1-amine

https://huagongshe.com/reaction/1049383

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktAmmonium formateHCID 2723923—
Edukt4-((1E)-2-(Dimethylamino)ethenyl)-3-pyridinecarbonitrileHCID 12460447—
LösungsmittelWaterHCID 962—
Produkt2,7-Naphthyridin-1-amineHCID 1288478627,8%

Reaktionsbedingungen

Temperatur115 °C

Reaktionsschritte

810 g of ammonium formate are added to 253 g of 4-((E)-2-dimethylaminovinyl)nicotinonitrile in a 4 liter vessel. 300 ml of AcOH are then added, and the mixture is heated at 115° C. for 20 h. The mixture is cooled, 5 liters of water are added, and the mixture is extracted 10× with 0.5 liter of CH2Cl2. The aqueous phase is adjusted to ˜pH 10 using 160 g of NaOH. The aqueous phase is extracted with MTB ether, the organic phase is separated off and dried over sodium sulfate. Removal of the solvent and drying gives 59 g of 2,7-naphthyridin-1-ylamine, M˜145.16 g/mol, M+H found 146, NMR corresponds.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09382244B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-a428f37b2d1d426baee561648527e1a9
Quellennotizuspto-grants-2016_07