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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58602Erstellt: 25. Oktober 2026

Oxalyl chloride → Ethyl 5-(2,4-difluorobenzyl)-1,2,4-oxadiazole-3-carboxylate

https://huagongshe.com/reaction/58602

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxalyl chlorideHCID 65578—
EduktDiisopropylethylamineHCID 81531—
Edukt2,4-Difluorophenylacetic acidHCID 123581—
EduktEthyl 2-amino-2-(hydroxyimino)acetateHCID 6785548—
LösungsmittelPyridineHCID 1049—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
ProduktEthyl 5-(2,4-difluorobenzyl)-1,2,4-oxadiazole-3-carboxylateHCID 6683197237%

Reaktionsschritte

This compound was prepared according to general method 2 with (step I) 2-(2,4-difluorophenyl)acetic acid (0.651 g; 3.78 mmol) and oxalyl chloride (0.352 mL; 4.16 mmol) in dichloromethane (12 mL) with few drops of DMF and (step II) ethyl 2-amino-2-(hydroxyimino)acetate (0.5 g; 3.78 mmol) and N,N diisopropylethylamine (1.05 mL; 6.06 mmol) in dichloromethane (6 mL) and (step III) pyridine (18 mL). The crude material was purified by flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.372 g (37%) of the title compound as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434722B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-cabe49f389044f15b5c5932ae2786501
Quellennotizuspto-grants-2016_09