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HRID 474946Erstellt: 25. Oktober 2026

Ammonium Acetate → 4-((3,5-dichloropyridin-2-yl)methoxy)pyridin-2(1H)-one

https://huagongshe.com/reaction/474946

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium AcetateHCID 517165—
Edukt3,5-Dichloro-2-((2-chloropyridin-4-yloxy)methyl)pyridineHCID 58093428—
LösungsmittelFormic AcidHCID 284—
LösungsmittelWaterHCID 962—
Produkt4-((3,5-dichloropyridin-2-yl)methoxy)pyridin-2(1H)-oneHCID 5809337383,3%

Reaktionsschritte

3,5-Dichloro-2-((2-chloropyridin-4-yloxy)methyl)pyridine (1.15 g, 4.03 mmol) and ammonium acetate (1.55 g, 20.0 mmol) were heated to 110° C. in a mixture of formic acid (20 mL) and water (20 mL) for 5 days. The mixture was concentrated to remove most of the liquid and then adjusted to pH 8 with NaHCO3 solution. The solid was filtered off to provide the title compound (910 mg, 82%) as a tan solid: 1H NMR (300 MHz, DMSO-d6) δ 11.1 (br s, 1H), 8.66 (d, J=2.1 Hz, 1H), 8.34 (d, J=2.1 Hz, 1H), 7.25 (d, J=7.3 Hz, 1H), 5.90-5.87 (dd, J=7.3, 2.8 Hz, 1H), 5.82 (d, J=2.6 Hz, 1H), 5.20 (s, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08637501B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-c027047ff47c4f8d9eea16e9665f1500
Quellennotizuspto-grants-2014_01