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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 351825Erstellt: 26. Oktober 2026

Water → N-[(3-cyclopropyl-1,2,4-oxadiazol-5-yl)methyl]phthalimide

https://huagongshe.com/reaction/351825

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktN-PhthaloylglycineHCID 20825—
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
EduktN'-HydroxycyclopropanecarboximidamideHCID 2794666—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-[(3-cyclopropyl-1,2,4-oxadiazol-5-yl)methyl]phthalimideHCID 22713498—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

N-Phthaloylglycine (90.7 g, 442 mmol) was dissolved in portions (because of clumping) in DMF (500 mL). 1,1′-Carbonyldiimidazole (78.9 g, 486 mmrol) was added in portions (attention CO evolution). The resulting suspension was heated at 80° C. for 20 min. and then cooled to rt, then cyclopropanecarboxamidoxime 1 added and then heated at 110° C. for 2 h. The solution was cooled to rt, then poured into water (4 L), stirred for 15 min, filtered, washed with water (400 mL) and (fried. Yield: 104 g (87%). Mp 115° C. m/z 269 (M).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06743789B2
Quelldatensatzuspto-grants-2004_06
ORD IDord-df8c010fc5e341939ff74e831a8364c9
Quellennotizuspto-grants-2004_06