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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2424372Generated: October 25, 2026

2-Aminobenzenesulfonamide → 2-(5-Bromo-2-chloropyrimidin-4-ylamino)benzenesulfonamide

https://huagongshe.com/reaction/2424372

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminobenzenesulfonamideHCID 72894—
Reactant5-Bromo-2,4-dichloropyrimidineHCID 289973—
ReactantSodium BicarbonateHCID 516892—
SolventHydrochloric AcidHCID 313—
SolventIsopropanolHCID 3776—
Product2-(5-Bromo-2-chloropyrimidin-4-ylamino)benzenesulfonamideHCID 85997992—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 5-bromo-2,4-dichloropyrimidine (300 mg, 1.32 mmol) and 2-amino-benzenesulfonamide (340 mg, 1.97 mmol) in 2-propanol (3 mL), concentrated hydrochloric acid (0.06 mL) is added and the mixture is stirred at 90° C. for 4.5 hours. The mixture is poured into aqueous sodium hydrogen carbonate and extracted with ethyl acetate three times. The organic layer is washed with water, dried over sodium sulfate, and evaporated in vacuo. The residue is purified by column chromatography (hexane:ethyl acetate=2:1) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964592B2
Source datasetuspto-grants-2011_06
ORD IDord-9ba9abeff4444547803d41d037ddf6a7
Source noteuspto-grants-2011_06