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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 3499Erstellt: 24. Oktober 2026

N-(2-nitrobenzoyl)pyrrole-2-carboxaldehyde → 10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

https://huagongshe.com/de/reaction/3499

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-(2-nitrobenzoyl)pyrrole-2-carboxaldehydeHCID 21837074—
KatalysatorHydrochloric AcidHCID 313—
KatalysatorPalladiumHCID 23938—
LösungsmittelEthyl AcetateHCID 8857—
Produkt10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-oneHCID 2183707682,1%

Reaktionsschritte

A mixture of 1.5 g of N-(2-nitrobenzoyl)pyrrole-2-carboxaldehyde in 50 ml of ethyl acetate, 2 drops of concentrated HCl and 0.3 g of 10% Pd/C is shaken in a Parr apparatus under hydrogen pressure for 1.75 hours. The mixture is filtered, 0.4 g of 10% Pd/C added and the mixture shaken in a Parr apparatus under hydrogen pressure for 2 hours. The reaction mixture is filtered through diatomaceous earth and the filtrate concentrated in vacuo to give 1.0 g of a yellow oil. The residue is purified on thick layer chromatography plates by elution with 4:1 ethyl acetate:hexane to give 107 mg of the desired product as an oily solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05733905
Quelldatensatzuspto-grants-1998_03
ORD IDord-3085189734d041b78484ffa27fd0825c
Quellennotizuspto-grants-1998_03