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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 511741Erstellt: 25. Oktober 2026

Triethylamine → 2-chloro-N-(5-ethyl-1,3,4-oxadiazol-2-yl)-4-(methylsulfonyl)benzamide

https://huagongshe.com/reaction/511741

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktPropylphosphonic anhydrideHCID 111923—
Edukt5-Ethyl-1,3,4-oxadiazol-2-amineHCID 343487—
Edukt2-Chloro-4-(methylsulfonyl)benzoic acidHCID 735863—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-chloro-N-(5-ethyl-1,3,4-oxadiazol-2-yl)-4-(methylsulfonyl)benzamideHCID 68327719—

Reaktionsschritte

415 mg (1.77 mmol) of 2-chloro-4-(methylsulfonyl)benzenecarboxylic acid and 200 mg (1.77 mmol) of 5-ethyl-1,3,4-oxadiazol-2-amine are dissolved at RT in 9 ml of CH2Cl2. Then 1.68 g (2.64 mmol) of 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (50% solution in THF) are added, the mixture is stirred at RT for one hour and then 0.246 ml (1.77 mmol) of triethylamine, 43 mg (0.35 mmol) of 4-dimethylaminopyridine are added. The reaction mixture is stirred at RT for 48 h and then washed twice with 4 ml each time of water, and purified by column chromatography (prep. HPLC; acetonitrile/water). Yield 41 mg (6%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09101141B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-51405c517d504c148b768f7e1aebb933
Quellennotizuspto-grants-2015_08