Reaktion #499177

Reaktionsgleichung

4-chloro-6-nitroquinazoline hydrochloride

4-phenoxyaniline

N,N-dimethylaniline

→

6-amino-4-(4-phenoxyanilino)quinazoline hydrochloride

Ausbeute 93.3%

Lösungsmittel

isopropanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed under nitrogen
2. 2
   Filtrationthe precipitate was collected by Buchner filtration
3. 3
   Waschenrinsed with isopropanol (2×10 mL)
4. 4
   Sonstigedried at 60° C. in a vacuum oven

Vorschrift

A suspension of crude 4-chloro-6-nitroquinazoline hydrochloride (5 mmol) (Morley J. S. and Simpson J. C. E., J. Chem. Soc., 1948:360) was refluxed under nitrogen with stirring in isopropanol (10 mL) containing 4-phenoxyaniline (926 mg, 5 mmol) and N,N-dimethylaniline (1.215 g, 10 mmol) for 3 hours. The mixture was allowed to cool to 25° C., and the precipitate was collected by Buchner filtration, rinsed with isopropanol (2×10 mL) and dried at 60° C. in a vacuum oven to give 6-amino-4-(4-phenoxyanilino)quinazoline hydrochloride (1.702 g, 86%) as an orange solid; mp 293-294° C.

Quelle