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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 443982Generated: November 1, 2026

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

https://huagongshe.com/reaction/443982

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 numberUS04262123
Source datasetuspto-grants-1981_04
ORD IDord-15539353f62c486bb1da964ee7c3b411
Source noteuspto-grants-1981_04