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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1106458Erstellt: 25. Oktober 2026

Hydroxyurethane → 3-(3-[Ethoxycarbonylaminooxymethyl]-4-chloro-6-fluorophenyl)-1-amino-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

https://huagongshe.com/reaction/1106458

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydroxyurethaneHCID 11510—
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
Edukt3-(3-Hydroxymethyl-4-chloro-6-fluorophenyl)-1-amino-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 18788057—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(3-[Ethoxycarbonylaminooxymethyl]-4-chloro-6-fluorophenyl)-1-amino-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 18788059—

Reaktionsschritte

0.9 g of carbonyldiimidazole was added to a solution of 1.8 g of 3-(3-hydroxymethyl-4-chloro-6-fluorophenyl)-1-amino-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione in 100 ml of tetrahydrofuran. After the reaction mixture had been stirred for 1 hour, 0.58 g of N-ethoxycarbonylhydroxylamine was added. The mixture was subsequently stirred for a further 14 hours at 20° C. whereupon the solvent was removed by distillation. The residue was taken up in 100 ml of methylene chloride. The resulting organic phase was washed with water, dried over sodium sulfate and finally concentrated. The crude product was purified by means of chromatography on silica gel (eluent: methylene chloride). Yield: 0.2 g.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06057269
Quelldatensatzuspto-grants-2000_05
ORD IDord-cef527b1ed174e098b6b084de0aaf99d
Quellennotizuspto-grants-2000_05