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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1359572Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1359572

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
PatentnummerUS06600036B2
Quelldatensatzuspto-grants-2003_07
ORD IDord-ccef06c579284bcdbc238ad1865a9f60
Quellennotizuspto-grants-2003_07