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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1016255Erstellt: 24. Oktober 2026

1,2-Dichlorobenzene → Benzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetate

https://huagongshe.com/de/reaction/1016255

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichlorobenzeneHCID 7239—
EduktEthyl AcetateHCID 8857—
EduktOxalyl chlorideHCID 65578—
EduktBenzyl-N-(1-cyanoethyl)glycine hydrochlorideHCID 68560147—
LösungsmittelHexaneHCID 8058—
ProduktBenzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetateHCID 1066392655%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A stirred mixture of oxalyl chloride (5.3 mL, 60 mmol) and benzyl-N-(1-cyanoethyl)glycine hydrochloride (3.82 g, 15 mmol), as prepared in the preceding step, in 1,2-dichlorobenzene (30 mL) was heated to 100° C. overnight. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography to give a solid. 10% Ethyl acetate in hexane (100 mL) was added and the solid was collected to give the title compound as an orange crystalline solid (2.7 g, 55%). 1H NMR (CDCl3) δ 7.38 (m, 5H), 5.24 (s, 2H), 4.89 (s, 2H), 2.34 (s,3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06476016B2
Quelldatensatzuspto-grants-2002_11
ORD IDord-bdad4dda17044672b6408bb9714041a7
Quellennotizuspto-grants-2002_11