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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 726564Erstellt: 24. Oktober 2026

Salicylamide → 2,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-one

https://huagongshe.com/de/reaction/726564

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSalicylamideHCID 5147—
Eduktp-Toluenesulfonic acidHCID 6101—
Lösungsmittel2,2-DimethoxypropaneHCID 6495—
Produkt2,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-oneHCID 717428—

Reaktionsschritte

6.86 g (50 mmol) of salicylamide was suspended in 100 ml of acetone dimethylacetal. After the addition of 2.85 g (15 mmol) of p-toluenesulfonic acid, the mixture was heated to reflux for two hours. The resulting reaction mixture was evaporated under reduced pressure. After the addition of ethyl acetate, the solvent was washed twice with a saturated aqueous solution of sodium hydrogen carbonate and once with brine. The ethyl acetate layer was dried over anhydrous sodium sulfate and the solvent was removed by evaporation under reduced pressure, to obtain 8.94 g (quantitative) of the title compound as light yellow needle-like crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05710152
Quelldatensatzuspto-grants-1998_01
ORD IDord-c2af07350a1146e78187960312e477d6
Quellennotizuspto-grants-1998_01