Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52497Generated: October 25, 2026

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

https://huagongshe.com/reaction/52497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-aminobenzoateHCID 11400—
Reactant9-bromo-5-carboxy-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 9905335—
Product9-bromo-5-(m-ethoxycarbonylphenylcarbamoyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 5440818894.4%

Reaction Steps

A procedure similar to that described in Example 5 was carried out with 9-bromo-5-carboxy-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (300 mg, 0.92 mmol) and m-ethoxycarbonylaniline (200 mg, 1.2 mmol) to give 410 mg of the title compound (94%): mp 262°~265° C.; 1H NMR (270 MHz, DMSO-d6) δ12.2 (br, 1H), 10.60 (s, 1H), 8.23 (bs, 1H), 7.81 (d, 1H, J=8.0 Hz), 7.67 (d, 1H, J=8.0 Hz), 7.47 (t, 2H, J=8.0 Hz), 7.22 (bs, 1H), 7.19 (bs, 1H), 5.29~5.34 (m, 1H), 4.30 (q, 2H, J=7.1 Hz), 2.85 (dm, 1H, J=16.8 Hz), 2.50~2.82 (m, 2H), 2.03~2.20 (m, 1H), 1.30 (t, 3H, J=7.1 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616586
Source datasetuspto-grants-1997_04
ORD IDord-039a174ab5e74c9ba05386b27474a88c
Source noteuspto-grants-1997_04