Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 219173Generated: October 26, 2026

tert-Butylsulfinamide, (R)-(+)- → (NZ,R)-N-[(4-bromo-2-chlorophenyl)methylidene]-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/219173

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butylsulfinamide, (R)-(+)-HCID 10964479—
Reactant4-Bromo-2-chlorobenzaldehydeHCID 14109109—
CatalystCopper SulfateHCID 24462—
SolventDichloromethaneHCID 6344—
Product(NZ,R)-N-[(4-bromo-2-chlorophenyl)methylidene]-2-methylpropane-2-sulfinamideHCID 57691068—

Reaction Conditions

Temperature37 °C

Reaction Steps

A suspension of 4-bromo-2-chlorobenzaldehyde (1150 mg, 5240 μmol), (r)-(+)-2-methyl-2-propanesulfinamide (1588 mg, 13100 μmol), copper(ii) sulfate (696.4 μl, 15720 μmol) in DCM (10 mL) was stirred at 37° C. for 78 h. Reaction filtered through Celite, and solid washed repeatedly with DCM. Filtrate concentrated then purified on silica (80 g) eluting product with 0>30% of EtOAc/Hex. MS (ESI pos. ion) m/z: 322/324 (MH+). Calc'd exact mass for C11H13BrClNOS: 321/323.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198448B2
Source datasetuspto-grants-2012_06
ORD IDord-afae97caf5a54d0fad555628d65671b3
Source noteuspto-grants-2012_06