Phosphorus oxychloride → 2-Chloro-5-methoxy-3-methylquinazolin-4(3H)-one

Reaktionsgleichung

[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5](=[O:15])[N:6]([CH3:14])[C:7](=O)[NH:8]2.C(N(CC)C(C)C)(C)C.P(Cl)(Cl)([Cl:27])=O>>[Cl:27][C:7]1[N:6]([CH3:14])[C:5](=[O:15])[C:4]2[C:9](=[CH:10][CH:11]=[CH:12][C:3]=2[O:2][CH3:1])[N:8]=1

Komponenten

Edukt 3

HCID 24813Phosphorus oxychloride

HCID 81531Diisopropylethylamine

HCID 672670575-methoxy-3-methyl-1H-quinazoline-2,4-dione

Produkt 1

HCID 672666982-Chloro-5-methoxy-3-methylquinazolin-4(3H)-oneAusbeute 99,6 %

Versuchsvorschrift

A mixture of 5-methoxy-3-methyl-1H-quinazoline-2,4-dione (165 mg, 0.800 mmol) and N,N-diisopropylethylamine (0.307 ml, 1.76 mmol) in phosphorus oxychloride (2.2 ml, 24.0 mmol) was refluxed for 18 h with stirring and concentrated to dryness under vacuum. The residue was diluted with water. The aqueous solution was extracted with dichloromethane. The extract was washed with water, dried over magnesium sulfate and concentrated under vacuum to afford 179 mg (99%) of the title compound. The residue was used for the next reaction without further purification.