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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74282Erstellt: 24. Oktober 2026

Methanesulfonic Acid → 5-Chloro-2-(2-fluoronitrobenzen-5-yl)benzoxazole

https://huagongshe.com/de/reaction/74282

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanesulfonic AcidHCID 6395—
Edukt2-Amino-4-chlorophenolHCID 7265—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt4-Fluoro-3-nitrobenzoic acidHCID 67987—
LösungsmittelWaterHCID 962—
LösungsmittelChloroformHCID 6212—
Produkt5-Chloro-2-(2-fluoronitrobenzen-5-yl)benzoxazoleHCID 6749755378,5%

Reaktionsschritte

4-Fluoro-3-nitrobenzoic acid (25.0 g, 135 mmol), 2-amino-4-chlorophenol (21.3 g, 149 mmol), CHCl3 (500 mL), and WSC (28.5 g, 149 mmol) were added together and stirred at room temperature for 2 hours. The reaction mass was concentrated, and then the residue was washed with water and ethanol. To a dioxane (500 mL) solution of the solid obtained was added methanesulfonic acid (81.9 g, 811 mmol), and this was heated to reflux for 18 hours. After the reaction solution was cooled, water was added, and the precipitated crystals were filtered, and after being washed with water were dried to yield the title compound (31.0 g, 78% yield) as reddish-brown crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829035B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-618b7835bd0d45cfad28533ecc641084
Quellennotizuspto-grants-2014_09