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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1186094Erstellt: 25. Oktober 2026

Diethyl Ether → 6-chloro-8-methoxy-1H-benzo[d][1,3]oxazine-2,4-dione

https://huagongshe.com/reaction/1186094

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktTriphosgeneHCID 94429—
Edukt2-Amino-5-chloro-3-methoxybenzoic acidHCID 54595874—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-chloro-8-methoxy-1H-benzo[d][1,3]oxazine-2,4-dioneHCID 86670580—

Reaktionsschritte

To 2-amino-5-chloro-3-methoxybenzoic acid (0.72 g, 3.57 mmol) in anhydrous tetrahydrofuran (15 mL) was added triphosgene (0.53 g, 1.8 mmol). The mixture was heated to refluxed under a nitrogen atmosphere for 2.5 hours. The resulting solution was cooled to ambient temperature, diethyl ether (10 mL) was added, which caused a solid to precipitate. The solid was collected by filtration and washed with more diethyl ether to yield 6-chloro-8-methoxy-1H-benzo[d][1,3]oxazine-2,4-dione. MS (m/z): 226.3, 228.3 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08673897B2
Quelldatensatzuspto-grants-2014_03
ORD IDord-77b0c302418546b1a5642a4a9d4b7251
Quellennotizuspto-grants-2014_03