Methanesulfonamide → N-(cyclopropylmethylene)methanesulfonamide

HRID 391330

Reaktionsgleichung

Reaktionsgleichung von HRID 391330
[CH:1]1([CH:4]=O)[CH2:3][CH2:2]1.[CH3:6][S:7]([NH2:10])(=[O:9])=[O:8]>C1(C)C=CC=CC=1.CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[CH:1]1([CH:4]=[N:10][S:7]([CH3:6])(=[O:9])=[O:8])[CH2:3][CH2:2]1

Komponenten

5

Edukt 2

HCID 72879MethanesulfonamideHCID 123114Cyclopropanecarboxaldehyde

Produkt 1

HCID 66788560N-(cyclopropylmethylene)methanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 11026Titanium isopropoxideKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of cyclopropanecarbaldehyde (0.374 mL, 5 mmol) and methanesulfonamide (0.523 g, 5.5 mmol) in toluene (15 mL) was added titanium(IV) isopropoxide (2.93 mL, 10 mmol), and the mixture was heated to 100° C. for 1 day. The mixture was cooled to room temperature and concentrated in vacuo. The residue was placed under high vacuum for 30 min to give a biphasic mixture. The top layer was discarded. The residue was used in next step without further purification.

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated in vacuo
  3. customto give a biphasic mixture
  4. customThe residue was used in next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-897fb256a2e34a17bf3f9cbbdceb3a8a
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383827B2

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