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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 266757Erstellt: 24. Oktober 2026

Ammonia → 4-[(Pyridin-4-yl)amino]phenol

https://huagongshe.com/de/reaction/266757

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
EduktN-(4-methoxyphenyl)pyridin-4-amineHCID 3628677—
LösungsmittelHydrogen BromideHCID 260—
Produkt4-[(Pyridin-4-yl)amino]phenolHCID 13098456—

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

A mixture of the product from step (i) above (2.0 g) and 48% w/v hydrobromic acid (30 ml) was heated at 140° C. for 4 hours. The cooled solution was neutralised with 0.880 ammonia solution and then extracted four times with ethyl acetate. The combined organic extracts were washed with water and saturated sodium chloride solution, then dried (MgSO4) and evaporated. Purification by flash chromatography on silica, eluting with 10 to 20% v/v methanol/dichloromethane gave 4-(4-pyridylamino)phenol, 0.78 g as an off-white solid: m.p. 246°-248° C.; NMR (CDCl3 +d6DMSO) δ 8.92 (1H, b), 8.09 (2H, d), 7.31 (1H, s), 7.00 (2H, d), 6.79 (2H, d), 6.67 (2H, dd); m/e 187 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05652242
Quelldatensatzuspto-grants-1997_07
ORD IDord-a737062066b54e3481095b72f2073ca3
Quellennotizuspto-grants-1997_07