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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1733459Generated: October 30, 2026

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

https://huagongshe.com/reaction/1733459

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 numberUS04242342
Source datasetuspto-grants-1980_12
ORD IDord-056b27fad2be4a4daaca008259478062
Source noteuspto-grants-1980_12