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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 273794Erstellt: 26. Oktober 2026

Hydrochloric Acid → 2-(chloromethyl)-6-methylquinazolin-4(3H)-one

https://huagongshe.com/reaction/273794

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktChloroacetonitrileHCID 7856—
EduktMethyl 2-Amino-5-methylbenzoateHCID 1201104—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-(chloromethyl)-6-methylquinazolin-4(3H)-oneHCID 135715019—

Reaktionsbedingungen

Temperatur10 °C

Reaktionsschritte

1. 91.4 g of methyl 2-amino-5-methylbenzoate and 23.4 ml of chloroacetonitrile are dissolved in 1.01 of absolute dioxan and the solution is cooled to 10° C. Subsequently, a weak stream of dry hydrogen chloride is introduced for 8 h. at 5° to 15° C. After 4 h., a further 23.4 ml of chloroacetonitrile are added thereto. The mixture is stirred at room temperature for a further 18 h. The suspension is subsequently evaporated in a vacuum. The crystalline residue is suspended with 2.51 of ice/water, adjusted to pH 8 to 9 with about 100 ml of 25% ammonia, stirred at 5° C. for 1 h. and then filtered. The crystals are washed with water and dried in a vacuum. There are obtained 114.1 g of 2-chloromethyl-6-methyl-3H-quinazolin-4-one of m.p. 263°-265° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05387585
Quelldatensatzuspto-grants-1995_02
ORD IDord-59e794a2a39f476bb7998793b7a7611c
Quellennotizuspto-grants-1995_02