Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216726Generated: October 31, 2026

Ethanol → 8-bromo-3,4-dihydro-1H-quinoxalin-2-one

https://huagongshe.com/reaction/216726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant(3-Bromo-2-nitro-phenylamino)-acetic acid ethyl esterHCID 59392671—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product8-bromo-3,4-dihydro-1H-quinoxalin-2-oneHCID 59392676—

Reaction Steps

10.33 g (ca. 25.9 mmol) (3-Bromo-2-nitro-phenylamino)-acetic acid ethyl ester is hydrogenated in the presence of 2.84 g Ra—Ni (B113W EtOH, Degussa) in 340 ml of THF:EtOH=1:1 for 20 h. The reaction mixture is filtered on hyflo and the filtrate is concentrated in vacuo. A mixture of the title compound with uncyclized (2-Amino-3-bromo-phenylamino)-acetic acid ethyl ester is obtained and used as obtained in the next synthetic step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193189B2
Source datasetuspto-grants-2012_06
ORD IDord-2563426f1ac34776be927d7126bc94dd
Source noteuspto-grants-2012_06