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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 430656Erstellt: 24. Oktober 2026

Phthalimide → 5-(4-Nitrophenyl)-8-(phthalimidomethyl)-9H-1,3-dioxolo[4,5-h][2,3]-benzodiazepine

https://huagongshe.com/de/reaction/430656

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhthalimideHCID 6809—
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt8-Hydroxymethyl-5-(4-nitrophenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepineHCID 18183191—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(4-Nitrophenyl)-8-(phthalimidomethyl)-9H-1,3-dioxolo[4,5-h][2,3]-benzodiazepineHCID 18183124—

Reaktionsschritte

A solution of 1.25 ml (8.05 mmol) of diethyl azodicarboxylate in 7 ml of THF is added in drops to a stirred solution of 2.60 g (7.66 mmol) of 8-hydroxymethyl-5-(4-nitrophenyl)-9H-1,3-dioxolo[4,5-h][2,3]-benzodiazepine (starting compound III.), 2.11 g (8.05 mmol) of triphenylphosphine and 1.18 g (8.05 mmol) of phthalimide in 130 ml of dry THF at room temperature. The mixture is stirred for 24 hours at this temperature. Then, the precipitated product is suctioned off and washed with ethanol. 2.87 g (80%) of the title compound, which can be further processed without further purification, is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06323197B1
Quelldatensatzuspto-grants-2001_11
ORD IDord-6429d3d3bc204717b1ac0026f57232c5
Quellennotizuspto-grants-2001_11