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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57455Generated: October 26, 2026

2,3-Difluorobenzaldehyde → (NE,R)-N-[(2,3-difluorophenyl)methylidene]-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/57455

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DifluorobenzaldehydeHCID 137664—
Reactanttert-Butylsulfinamide, (R)-(+)-HCID 10964479—
CatalystCopper SulfateHCID 24462—
Solvent1,2-DichloroethaneHCID 11—
Product(NE,R)-N-[(2,3-difluorophenyl)methylidene]-2-methylpropane-2-sulfinamideHCID 8947928193%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a oven dried round bottom flask with stir bar was added 2,3-difluorobenzaldehyde (0.5 g, 3.52 mmol), (R)-2-methylpropane-2-sulfinamide (0.469 g, 3.87 mmol) and DCE (7.04 mL). To this mixture was then added Copper (II) Sulfate (0.842 g, 5.28 mmol). Reaction mixture heated in a preheated oil bath to 55° C. for 24 hr. The reaction mixture was filtered through a celite pad washing solids with DCE. Combined filtrate was concentrated to afford a viscous yellow oil of (R,E)-N-(2,3-difluorobenzylidene)-2-methylpropane-2-sulfinamide (0.8007 g, 3.26 mmol, 93% yield). MS m/z 246.1 (M+H)+; Rt-0.91 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434719B2
Source datasetuspto-grants-2016_09
ORD IDord-53f1de04730e46439ae4e29856f69335
Source noteuspto-grants-2016_09