Tetramethyltin → N-ethyl-N-methyl-6-(trimethylstannyl)pyridine-3-sulfonamide

HRID 2091559Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2091559
Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([N:11]([CH2:13][CH3:14])[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:15][Sn:16](C)([CH3:18])[CH3:17]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:13]([N:11]([CH3:12])[S:8]([C:5]1[CH:6]=[N:7][C:2]([Sn:16]([CH3:18])([CH3:17])[CH3:15])=[CH:3][CH:4]=1)(=[O:10])=[O:9])[CH3:14]

Komponenten

5

Edukt 2

HCID 11661TetramethyltinHCID 432634486-chloro-N-ethyl-N-methylpyridine-3-sulfonamide

Produkt 1

HCID 70655349N-ethyl-N-methyl-6-(trimethylstannyl)pyridine-3-sulfonamideAusbeute 40,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

6-chloro-N-ethyl-N-methylpyridine-3-sulfonamide (2.34 g, 10.0 mmol), tetramethyl tin (1.08 g, 10.00 mmol) and Pd(PPh3)4 (572 mg, 0.50 mmol) were mixed in dioxane (5 mL). After degassing, the mixture was heated to 90° C. At completion, the reaction was cooled to room temperature and concentrated. The residue was then flashed over alumina (20-100% chloroform/hexane eluent) to afford N-ethyl-N-methyl-6-(trimethylstannyl)pyridine-3-sulfonamide (1.46 g, 40% yield).

Aufarbeitung

  1. customAfter degassing
  2. temperatureAt completion, the reaction was cooled to room temperature
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-adf4e7f36cb848e8b7d52849d1df7af4
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08440652B2

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