Dimethylformamide dimethyl acetal → N'-(3,5-difluorophenylsulfonyl)-N,N-dimethylformimidamide

HRID 83900

Reaktionsgleichung

Reaktionsgleichung von HRID 83900
[F:1][C:2]1[CH:3]=[C:4]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:5]=[C:6]([F:8])[CH:7]=1.CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>CC#N>[F:8][C:6]1[CH:5]=[C:4]([S:9]([N:12]=[CH:15][N:16]([CH3:18])[CH3:17])(=[O:10])=[O:11])[CH:3]=[C:2]([F:1])[CH:7]=1

Komponenten

4

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 4462753,5-Difluorobenzenesulfonamide

Produkt 1

HCID 66740661N'-(3,5-difluorophenylsulfonyl)-N,N-dimethylformimidamideAusbeute 45.829,801 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 3,5-difluorobenzenesulfonamide (154 g, 0.797 mol) in CH3CN (1 L) was added N,N-dimethylformamide dimethylacetal (224 mL, 1.67 mmol, 2.1 eq). After stirring 1 h, the reaction mixture was concentrated under reduced pressure. This material was triturated with Et2O and dried in vacuo to give N′-(3,5-difluorophenylsulfonyl)-N,N-dimethylformimidamide (190 g, 96%) as a light brown solid. 1H NMR (400 MHz, CDCl3) δ 8.12 (s, 1H), 7.44-7.38 (m, 2H), 6.98-6.91 (m, 1H), 3.17 (s, 3H), 3.05 (s, 3H).

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThis material was triturated with Et2O
  3. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-68c1687ca38047928100c51d0c60a275
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846739B2

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