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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 882859Generated: October 25, 2026

Toluene → 3-chloro-1H-quinoxalin-2-one

https://huagongshe.com/reaction/882859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantThionyl ChlorideHCID 24386—
Reactant2,3-DihydroxyquinoxalineHCID 27491—
SolventDimethylformamideHCID 6228—
Product3-chloro-1H-quinoxalin-2-oneHCID 302705—

Reaction Steps

The quinoxalin-2-one of the present example is prepared with phenyl-1,2-diamine and oxalic acid via the method described in Example 12 to afford the 1,4-Dihydro quinoxaline-2,3-dione. The 1,4-Dihydro quinoxaline-2,3-dione is then treated with SOCl2 in 2.5% DMF:toluene, heated to 130° C., stirred for 2 h, filtered and concentrated to afford the 3-chloro-1H-quinoxalin-2-one in crude form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236807B2
Source datasetuspto-grants-2012_08
ORD IDord-031c6e8730de4d5a887aa11efd4b647c
Source noteuspto-grants-2012_08