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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 513742Erstellt: 26. Oktober 2026

N,N-Dimethylaniline → 4-Chloro-8-nitroquinazoline

https://huagongshe.com/reaction/513742

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N-DimethylanilineHCID 949—
EduktPhosphorus oxychlorideHCID 24813—
Edukt8-Nitroquinazolin-4-olHCID 135408799—
Produkt4-Chloro-8-nitroquinazolineHCID 1145847159,63%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

N, N-dimethylaniline (0.37 ml, 1.23 mmol) was added dropwise to a solution of 8-nitro-3H-quinazolin-4-one 476 (200 mg, 1.04 mmol) in POCl3 (1.25 ml, 10.5 mmol) at 0° C. The mixture was heated at 65° C. for 1.5 h. After cooling, the mixture was concentrated in vacuo. The residue was quenched with sat. NaHCO3 solution and the aqueous phase was extracted with EtOAc (25 ml, ×2). The combined organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with n-hexane/DCM (80:20) to give the title compound (130 mg, 59.63%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09102688B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-980da24d9af34cc59d13048e1057d417
Quellennotizuspto-grants-2015_08