N-bromobutanimide → 3-bromo-5H,6H,7H,8H-imidazo[1,2-a]pyridine

HRID 2238643Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2238643
[N:1]1[CH:2]=[CH:3][N:4]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=12.[Br:10]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:10][C:3]1[N:4]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]2=[N:1][CH:2]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 99892645H,6H,7H,8H-imidazo[1,2-a]pyridine

Produkt 1

HCID 100356983-bromo-5H,6H,7H,8H-imidazo[1,2-a]pyridineAusbeute 25,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

375 mg of the 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine [44-1] was dissolved in 10 mL of carbon tetrachloride, then 546 mg of N-bromosuccinimide was added, and the mixture was heated for 30 minutes under reflux. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography and then by preparative thin-layer chromatography sequentially, to obtain 155 mg of 3-bromo-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine [44-2] as a pale yellow solid.

Aufarbeitung

  1. temperaturethe mixture was heated for 30 minutes
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7fb63aabd4374955aa2831c51f16155d
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07718801B2

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