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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 547453Erstellt: 27. Oktober 2026

Dimethylcarbamoyl Chloride → 2-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-N,N-dimethylacetamide

https://huagongshe.com/reaction/547453

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylcarbamoyl ChlorideHCID 6598—
EduktLithium HexamethyldisilazideHCID 2733832—
Edukt3-benzyl-7-chloro-2-methylquinazolin-4(3H)-oneHCID 58378196—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-N,N-dimethylacetamideHCID 58378175—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

3-Benzyl-7-chloro-2-methylquinazolin-4 (3H)-one (2 g, 1 eq.) was dissolved in tetrahydrofuran (20 ml). The solution was cooled to −78° C. for 15 minutes. Lithium hexamethyl disilazide (LHMDS) was added slowly and the mixture was stirred at −78° C. for 45 minutes. Dimethylcarbamyl chloride was added and the mixture was stirred at −78° C. for 1 h. The reaction was allowed to warm to room temperature and stirred for 3 h. The solvent was evaporated and the resulting solid was dissolved in ethyl acetate. The ethyl acetate layer was washed with water, saturated sodium bicarbonate, saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated. The crude product was purified by flash chromatography to give 2-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-N,N-dimethylacetamide (1.2 g) as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07939539B2
Quelldatensatzuspto-grants-2011_05
ORD IDord-05603e43da654f5c8e17e84f8dc2034e
Quellennotizuspto-grants-2011_05