Acetaldehyde → (S)-N-[(1E)-ethylidene]-2-methylpropane-2-sulfinamide

HRID 246060Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 246060
[CH3:1][C:2]([S@@:5]([NH2:7])=[O:6])([CH3:4])[CH3:3].[CH:8](=O)[CH3:9].[O-]S([O-])(=O)=O.[Mg+2].S(C1C=CC(C)=CC=1)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH:8](=[N:7]/[S@:5]([C:2]([CH3:4])([CH3:3])[CH3:1])=[O:6])\[CH3:9]

Komponenten

6

Edukt 4

HCID 177AcetaldehydeHCID 24083Sulfuric acid magnesium salt (1:1)HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 11355477tert-Butylsulfinamide, (S)-(-)-

Produkt 1

HCID 77058989(S)-N-[(1E)-ethylidene]-2-methylpropane-2-sulfinamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

In a flask (S)-2-methyl-propane-2-sulfinic acid amide (1.50 g, 12.4 mmol) was dissolved in CH2Cl2 (6 mL). Acetaldehyde (6.25 mL, 111 mmol), MgSO4 (4.47 g, 37.1 mmol) and pyridinium tosylate (156 mg, 0.62 mmol) were added. The reaction mixture was stirred overnight at room temperature, filtered and concentrated to give (S)-2-methyl-propane-2-sulfinic acid (E)-ethylideneamide as a pale red oil which was used without further purification.

Aufarbeitung

  1. filtrationfiltered
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ab8e54b477a54be58970a62ff32565e8
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658646B2

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