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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1946624Erstellt: 26. Oktober 2026

Sodium Hydroxide → Bis(2-pyridyl)methylamine

https://huagongshe.com/reaction/1946624

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktDi-2-pyridinylmethanone oximeHCID 73805—
EduktAmmonium AcetateHCID 517165—
KatalysatorZincHCID 23994—
LösungsmittelEthanolHCID 702—
ProduktBis(2-pyridyl)methylamineHCID 1110604161%

Reaktionsschritte

Dipyridin-2-ylmethanone oxime (500 mg, 2.510 mmol) and ammonium acetate were solubilized in ethanol and the mixture was reflux for 3 hours adding portion of zinc at 0 h, 1 h and 2 h. The reaction mixture was cooled down to room temperature and stirred over night. The pH was adjusted to 12 with sodium hydroxide and the mixture was filtered through celite. The mixture was diluted with ethyl acetate and the organic layer was washed with brine, dried over magnesium sulfate, filtered and evaporated to afford title compound 405 (282 mg, 61%) as a light yellow oil. MS (m/z): 186.2 (M+H). 1H NMR (CDCl3) δ (ppm): 8.50-8.49 (m, 2H), 7.56 (td, J=7.7, 1.8 Hz, 2H), 7.33 (dt, J=8.0, 0.9 Hz, 2H), 7.08 (ddd, J=7.4, 4.9, 1.2 Hz, 2H), 5.26 (s, 1H), 2.38 (s, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08399452B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-f8ff07573247488285ac5a27ceb1831f
Quellennotizuspto-grants-2013_03