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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099026Generated: November 3, 2026

4-Toluenesulfonyl chloride → HCID 86599847, compound

https://huagongshe.com/reaction/2099026

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86599848HCID 86599848—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 86599847HCID 86599847—

Reaction Steps

70 mg (0.16 mmol) 3-Benzothiazol-2-yl-7-[4-(3-hydroxy-propyl)-piperazin-1-yl]-chromen-2-one are dissolved in 15 mL dichloromethane under argon. 0.083 mL Hünig base and 10 mg DMAP are added to the stirred solution, followed by 46 mg (1.5 eq.) tosyl chloride. The reaction mixture is stirred for 20 h at room temperature, poured onto ice, treated with 2 mL aqueous sodium bicarbonate solution and extracted (dichloromethane, saline). The organic phase is evaporated and the residue column chromatographed (silica gel, dichloromethane/EtOH 98:2) to yield after evaporation and drying under high vacuum 73 mg (78%) desired product as a light brownish powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569337B2
Source datasetuspto-grants-2009_08
ORD IDord-7e3aa44568994649a2ef2db65678e6ec
Source noteuspto-grants-2009_08