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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551863Generated: October 25, 2026

4-Amino-2-nitrobenzoic Acid → 4-(6-Bromo-4-methyl-3-oxo-3,4-dihydro-pyrazin-2-ylamino)-2-nitro-benzoic acid

https://huagongshe.com/reaction/551863

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-2-nitrobenzoic AcidHCID 235713—
Reactant3,5-Dibromo-1-methyl-1H-pyrazin-2-oneHCID 13062969—
SolventIsopropanolHCID 3776—
Product4-(6-Bromo-4-methyl-3-oxo-3,4-dihydro-pyrazin-2-ylamino)-2-nitro-benzoic acidHCID 5872904485%

Reaction Conditions

Temperature90 °C

Reaction Steps

3,5-Dibromo-1-methyl-1H-pyrazin-2-one (1.0 g, 3.73 mmol) and 4-amino-2-nitrobenzoic acid (0.68 g, 3.73 mmol) are dissolved in isopropanol (20 mL) and heated at 90° C. for 4 hours. The reaction is cooled to room temperature and the resulting suspension is filtered. The filter cake is then washed with ethyl ether (3×100 mL) and air dried to give 4-(6-bromo-4-methyl-3-oxo-3,4-dihydro-pyrazin-2-ylamino)-2-nitro-benzoic acid (3) as a tan solid (1.17 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947835B2
Source datasetuspto-grants-2011_05
ORD IDord-22bb9fd884da49898b420edd49da3444
Source noteuspto-grants-2011_05