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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1729641Erstellt: 24. Oktober 2026

O-Toluidine → Methaqualone

https://huagongshe.com/de/reaction/1729641

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktO-ToluidineHCID 7242—
EduktAcetic AnhydrideHCID 7918—
EduktIsatoic AnhydrideHCID 8359—
EduktAcetanthranilHCID 68236—
LösungsmittelO-XyleneHCID 7237—
ProduktMethaqualoneHCID 629264%

Reaktionsschritte

The isatoic anhydride and acetic anhydride were reacted under the condition described for the preparation of 2-methyl-4H-3,1-benzoxazine-4-one. The pyridine was distilled from the reaction mixture under reduced pressure. The crude reaction product was taken up in 100 ml of o-xylene and placed in a 200 ml one-necked flask equipped with a Dean-Stark trap and a reflux condenser. The o-toluidine was added to the xylene solution. The reaction mixture was heated to reflux for 4 hours. 1.8 ml of water was collected in the Dean-Stark trap. The xylene was removed from the reaction product by distillation under reduced pressure. The resulting residue was crystallized twice from methanol to give 16 parts (64% yield) of 2-methyl-3-(o-tolyl)-quinazoline-4 (3H)-one with m.p. 113°-115° C. The reaction product was characterized by melting point, IR and NMR.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS03989698
Quelldatensatzuspto-grants-1976_11
ORD IDord-4e79fd1e4e6543018bae9e7379e09792
Quellennotizuspto-grants-1976_11