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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2051651Generated: November 1, 2026

O-Phenylenediamine → methyl 2-(3-oxo-4H-quinoxalin-2-yl)acetate

https://huagongshe.com/reaction/2051651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantDimethyl acetylenedicarboxylateHCID 12980—
SolventMethanolHCID 887—
Productmethyl 2-(3-oxo-4H-quinoxalin-2-yl)acetateHCID 310826—

Reaction Steps

Dimethyl acetylenedicarboxylate (31.2 g., 0.22 mol.) was added slowly to a solution of o-phenylenediamine (21.6 g., 0.2 mol.) in methanol (400 ml.). The reaction mixture was stirred at room temperature for three hours and then cooled in an ice bath. The yellow solid was collected and washed with cold methanol. The solid was recrystallized from tetrahydrofuran (27.7 g., m.p. 230-232° dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04181724
Source datasetuspto-grants-1980_01
ORD IDord-3ae0d82566484b629e6bfd15a5fd844d
Source noteuspto-grants-1980_01