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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 52501Erstellt: 24. Oktober 2026

Ethyl 3-aminobenzoate → 9-Bromo-5-(m-ethoxycarbonylphenylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

https://huagongshe.com/de/reaction/52501

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl 3-aminobenzoateHCID 11400—
Edukt9-bromo-5-carboxymethyl-6,7-dihydro-1H, 5 H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 10472338—
Produkt9-Bromo-5-(m-ethoxycarbonylphenylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 5441318589%

Reaktionsschritte

A procedure similar to that described in Example 5 was carried out with 9-bromo-5-carboxymethyl-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (400 mg, 1.18 mmol) and m-ethoxycarbonylaniline (250 μL, 1.5 mmol) to give 510 mg of the title compound (89%): mp>270° C.; 1H NMR (270 MHz, DMSO-d6) δ12.07 (bs, 1H), 10.25 (s, 1H), 8.20 (bs, 1H), 7.85 (d, 1H, J=8.1 Hz), 7.65 (d, 1H, J=8.1 Hz), 7.30 (t, 1H, J=8.1 Hz), 7.24 (d, 1H, J=2Hz), 7.17 (d, 1H, J=2 Hz), 5.16~5.27 (m, 1H), 4.32 (q, 2H, J=7.2 Hz), 3.05 (ddd, 1H, J=17.1, 13.5, 4.5 Hz), 2.83 (dm, 1H, J=17.1 Hz), 2.55~2.68 (m, 2H), 2.12 (dm, 1H, J=13.5 Hz), 1.81~1.97 (m, 1H), 1.33 (t, 3H, J=7.1 Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05616586
Quelldatensatzuspto-grants-1997_04
ORD IDord-696dce6d1bac4d5cb16b1a5ffb094259
Quellennotizuspto-grants-1997_04