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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252847Generated: October 27, 2026

Water → Methyl 6-quinoxalinecarboxylate

https://huagongshe.com/reaction/252847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantGlyoxalHCID 7860—
Reactant3,5-Diamino-2-methylbenzoic acidHCID 135524—
SolventIsopropanolHCID 3776—
ProductMethyl 6-quinoxalinecarboxylateHCID 278123993%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 3,4-diamino-benzoic acid methyl ester (236, 2 g, 12.03 mmol) in isopropanol (50 mL) was added oxaldehyde as a 40% solution in water (13.23 mmol, 1.52 mL). The reaction mixture was heated at 80° C. for 2 hours, the solvent was removed under reduced pressure and the residue was dried under vacuum to yield 237a as a yellow solid (2.09 g, 93% yield). 1H NMR: (DMSO) δ 9.01 (s, 2H), 8.54 (d, J=1.6 Hz, 1H), 8.23 (dd, J=8.6, 2.0 Hz, 1H), 8.14 (dd, J=8.6, 0.6 Hz, 1H), 3.35 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868205B2
Source datasetuspto-grants-2011_01
ORD IDord-92196afd2d9848e78673ee2addf86140
Source noteuspto-grants-2011_01