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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2170360Erstellt: 25. Oktober 2026

tert-Butylsulfinamide, (S)-(-)- → (NZ,S)-N-[[3-bromo-5-(1,3-dioxoisoindol-2-yl)-2-pyridinyl]methylidene]-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/2170360

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-Butylsulfinamide, (S)-(-)-HCID 11355477—
Edukt3-Bromo-5-(1,3-dioxoisoindolin-2-yl)picolinaldehydeHCID 90281229—
KatalysatorCopper SulfateHCID 24462—
LösungsmittelDichloromethaneHCID 6344—
Produkt(NZ,S)-N-[[3-bromo-5-(1,3-dioxoisoindol-2-yl)-2-pyridinyl]methylidene]-2-methylpropane-2-sulfinamideHCID 90281260—

Reaktionsschritte

Copper(II) sulfate (anhydrous, 5.8 g, 36.2 mmol) was added to a solution of 3-bromo-5-(1,3-dioxoisoindolin-2-yl)picolinaldehyde (30B, 6 g, 18 mmol) and (S)-2-methylpropane-2-sulfinamide (2.2 g, 18 mmol) in CH2Cl2 (60 mL). The reaction mixture was stirred at ambient temperature for 2 hours and then filtered and washed with CH2Cl2. The filtrate was concentrated and the residue was purified by silica gel chromatography eluting with EtOAc and methylene chloride to yield the title compound. MS (m/z) 433.87 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09050344B2
Quelldatensatzuspto-grants-2015_06
ORD IDord-127895442d4441c89adbac399234af29
Quellennotizuspto-grants-2015_06