Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1746705Erstellt: 23. Oktober 2026

O-Toluidine → N-(4-hydroxyphenyl)-6-(o-tolylamino)pyrimidine-4-carboxamide

https://huagongshe.com/de/reaction/1746705

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktO-ToluidineHCID 7242—
EduktDiisopropylethylamineHCID 81531—
Edukt6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamideHCID 59447105—
LösungsmittelEthanolHCID 702—
ProduktN-(4-hydroxyphenyl)-6-(o-tolylamino)pyrimidine-4-carboxamideHCID 25182757—

Reaktionsbedingungen

Temperatur160 °C

Reaktionsschritte

A solution of 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide, Intermediate 7 (50.0 mg; 0.20 mmol) in ethanol (3 mL) was treated with N-ethyldiisopropylamine (69 μl; 0.4 mmol) and o-toluidine (Fluka, 21.5 μl; 0.20 mmol). The reaction mixture was heated at 160° C. for 3 hours under microwave irradiation. The solvents were removed in vacuo, EtOAc was added and the organic phase was washed with a citric acid solution, dried over magnesium sulfate then evaporated in vacuo. The crude product was purified by column chromatography (silica), eluting with cyclohexane containing an increasing amount of EtOAc. The title compound was obtained as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09150519B2
Quelldatensatzuspto-grants-2015_10
ORD IDord-30f70ff972404c0688d1b966d09d51d7
Quellennotizuspto-grants-2015_10