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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429408Generated: November 1, 2026

Hydrochloric Acid → (R,E)-N-(4-Cyano-1-phenylbut-3-en-2-yl)-2-(trifluoromethoxy)benzenesulfonamide

https://huagongshe.com/reaction/1429408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-(Trifluoromethoxy)benzene-1-sulfonyl chlorideHCID 2777215—
Reactant(R,E)-4-Amino-5-phenylpent-2-enenitrileHCID 68233458—
SolventDichloromethaneHCID 6344—
Product(R,E)-N-(4-Cyano-1-phenylbut-3-en-2-yl)-2-(trifluoromethoxy)benzenesulfonamideHCID 7126968774%

Reaction Steps

To a solution of compound 31f (2.5 g, 14.5 mmol) in DCM (100 mL) was added 2-(trifluoromethoxy)benzene-1-sulfonyl chloride (4.2 g, 16.0 mmol) and TEA (4.4 g, 3.5 mmol). The mixture was stirred at rt for 12 h, then DCM (50 mL) and 2N HCl (20 mL) were added to the mixture. The organic layer was separated and washed with brine and dried over anhydrous Na2SO4. After filtration, the filtrate was evaporated and the residue was purified by CC (hexane/EA=5:1) to give compound 31g (4.2 g, 74% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940722B2
Source datasetuspto-grants-2015_01
ORD IDord-2880d47c1c314bc3811bd7ee37b82585
Source noteuspto-grants-2015_01