Methanesulfonamide → N-(cyclopropylmethylene)methanesulfonamide

HRID 2407442

Reaktionsgleichung

Reaktionsgleichung von HRID 2407442
[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-84149e9e913b4034acc523b218491be1
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809545B2

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