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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382643Generated: November 2, 2026

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

https://huagongshe.com/reaction/2382643

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 numberUS08263590B2
Source datasetuspto-grants-2012_09
ORD IDord-c1bc8a7518204f4a919980688c8db472
Source noteuspto-grants-2012_09