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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2424378Generated: November 1, 2026

Water → 2-(2,5-Dichloro-pyrimidin-4-ylamino)-N-isopropyl-benzenesulfonamide

https://huagongshe.com/reaction/2424378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
Reactant2-Amino-N-isopropylbenzenesulfonamideHCID 16783465—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
Product2-(2,5-Dichloro-pyrimidin-4-ylamino)-N-isopropyl-benzenesulfonamideHCID 5874856038%

Reaction Steps

To a solution of 2-amino-N-isopropyl-benzenesulfonamide (16.1 g, 75.1 mmol) in DMI (150 mL) is added sodium hydride (6.6 g, 165.3 mmol) portionwise at 0° C. After the mixture is stirred at room temperature for one hour, 2,4,5-trichloropyrimidine (20.7 g, 112.7 mmol) is added at 0° C. After further stirring at room temperature for 5 hrs, water is added and the mixture is extracted with AcOEt three times. Organic layer is washed with brine, dried over sodium sulfate and evaporated under reduced pressure. The residue is purified by silica gel column chromatography (Hexane to Hexane:AcOEt=4:1) to afford the title compound as pale brown solid (10.2 g, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964592B2
Source datasetuspto-grants-2011_06
ORD IDord-9dd6e05045b94fb48af2fc30f10e7bd2
Source noteuspto-grants-2011_06