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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500571Generated: October 30, 2026

Sulfuric Acid → HCID 178496976, compound

https://huagongshe.com/reaction/500571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium NitriteHCID 23668193—
ReactantHCID 86598641HCID 86598641—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 178496976HCID 178496976—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-acetyl-4-amino-2-(4-bromo-2-fluorophenylamino)-3-fluorobenzoic acid methyl ester (1.00 equiv.) in THF and conc H2SO4 (4.00 equiv.) is added a solution of NaNO2 (1.50 equiv.) in water at 0° C. The reaction mixture is warmed to 60° C. and stirred for 3 hours. The reaction mixture is cooled to room temperature and diluted with EtOAc. The organic layer is washed with water, dried over MgSO4, filtered, and concentrated in vacuo to give the crude material that is purified by flash column chromatography to afford the desired product as necessary.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772234B2
Source datasetuspto-grants-2010_08
ORD IDord-544e33badc6f45b1a34270ffef797715
Source noteuspto-grants-2010_08