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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 386894Erstellt: 25. Oktober 2026

Diethyl Ether → [1-ethyl-5-(4-methoxy-phenyl)-1H-1,2,4-triazol-3-yl]-carbamic acid benzyl ester

https://huagongshe.com/reaction/386894

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktDiisopropylethylamineHCID 81531—
EduktHydrazine, ethyl-, ethanedioate (1:1)HCID 96181—
EduktHCID 178491619HCID 178491619—
LösungsmittelDimethylformamideHCID 6228—
Produkt[1-ethyl-5-(4-methoxy-phenyl)-1H-1,2,4-triazol-3-yl]-carbamic acid benzyl esterHCID 5925325692,4%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

N,N-diisoproylethylamine (9.9 g, 76.8 mmol) is added to a solution of 1-benzyloxycarbonyl-3-(4-methoxy-benzoyl)-2-methyl-isothiourea (11.0 g, 30.7 mmol) and ethyl hydrazine oxalate (11.6 g, 76.8 mmol) in DMF (110.0 mL) and the reaction mixture is heated at 50° C. for 12 h. Ice and ether are added to the reaction mixture and the two phases are separated. The organic phase is dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford 10 g of [1-ethyl-5-(4-methoxy-phenyl)-1H-1,2,4-triazol-3-yl]-carbamic acid benzyl ester that is used in the next step without further purification. m/z 353 [M+H].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08372874B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-0b68cf93164c4ec4b74a1debac3b5bb1
Quellennotizuspto-grants-2013_02