Dimethylformamide dimethyl acetal → HCID 178484324, Verbindung

HRID 538993Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 538993
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[C:4]([F:11])[CH:3]=1.CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](/[N:8]=[CH:14]/[N:15]([CH3:17])[CH3:16])=[O:7])=[C:4]([F:11])[CH:3]=1

Komponenten

3

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 27733314-Bromo-2-fluorobenzamide

Produkt 1

HCID 178484324HCID 178484324, VerbindungAusbeute 96 %

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A suspension of 4-bromo-2-fluorobenzamide (0.929 g, 4.26 mmol) in 1,1-dimethoxy-N,N-dimethylmethanamine (1.66 mL, 11.7 mmol) in a round bottom flask topped with a short path distillation head was heated to 100-100° C. The resulting solution was allowed to stir at this temperature for 3.5 hours, during which time the MeOH that was formed was collected from the distillation condenser. Heptane (5 mL) was added dropwise and the resulting suspension was cooled to 0-5° C. The solids were collected by vacuum filtration, rinsed with excess heptane, and dried to afford (E)-4-bromo-N-((dimethylamino)methylene)-2-fluorobenzamide (1.111 g, 96%) as an off-white solid which was carried on without further purification.

Aufarbeitung

  1. distillationtopped with a short path distillation head
  2. customwas formed
  3. distillationwas collected from the distillation condenser
  4. additionHeptane (5 mL) was added dropwise
  5. temperaturethe resulting suspension was cooled to 0-5° C
  6. filtrationThe solids were collected by vacuum filtration
  7. washrinsed with excess heptane
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-e7785fe88bcf49729865d73fc3f9046e
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865726B2

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