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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 48207Generated: October 29, 2026

Oxalic Acid → 6-Bromo-8-methyl-1,4,7,8,9,10-hexahydro-pyrido[4,3-f]quinoxaline-2,3-dione

https://huagongshe.com/reaction/48207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
Reactant8-Bromo-1,2,3,4-tetrahydro-2-methyl-5,6-isoquinolinediamineHCID 10355032—
SolventHydrochloric AcidHCID 313—
Product6-Bromo-8-methyl-1,4,7,8,9,10-hexahydro-pyrido[4,3-f]quinoxaline-2,3-dioneHCID 981813424.1%

Reaction Steps

A solution of the product from Example 13 (0.62 g, 2.56 mmol) and oxalic acid (0.23 g, 2.56 mmol) in 25 mL of 3N aqueous HCl solution were heated at reflux for 18 hours. The reaction mixture was cooled to room temperature and the solid which formed was collected by filtration and washed with cold water. The solid was recrystallized from hot water and dried under vacuum (100° C., P2O5) to give the title compound as a tan solid (0.191 g, 20%), mp=315-320° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06703391B2
Source datasetuspto-grants-2004_03
ORD IDord-28485785eeb5490989bcf2076b9474c3
Source noteuspto-grants-2004_03