Ethanol → 2-(4-Bromophenyl)-3-methylimidazo[1,2-a]pyridine

HRID 251767Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 251767
Br[CH:2]([CH3:12])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)=O.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1.C(O)C.C(=O)([O-])O.[Na+]>O>[Br:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:13]=[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]3[C:2]=2[CH3:12])=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 104392-AminopyridineHCID 516892Sodium BicarbonateHCID 6039072,4'-Dibromopropiophenone

Produkt 1

HCID 8524952-(4-Bromophenyl)-3-methylimidazo[1,2-a]pyridineAusbeute 37,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Dissolving 4.3 g (16 mmol) of 2,4′-dibromopropiophenon obtained and 1.4 g (15 mmol) of 2-aminopyridine into 50 milliliter of ethanol, adding 1.9 g of sodium hydrogen carbonate, the resultant suspension was refluxed under heating for 6 hours. After completion of the reaction, adding water and an extraction was carried out using dichloro-methane. Washing the organic layer with water, it was dried with the use of sodium sulfate. The solvent was removed by distillation and the resultant syrup was refined by silica gel column chromatography thereby obtaining 1.6 g of 2-(4-bromo-phenyl)-3-methyl-imidazo [1,2-a] pyridine (yield: 37%).

Aufarbeitung

  1. customobtained
  2. temperatureunder heating for 6 hours
  3. customAfter completion of the reaction
  4. extractionan extraction
  5. washWashing the organic layer with water, it
  6. dry with materialwas dried with the use of sodium sulfate
  7. customThe solvent was removed by distillation

Quellen und Nachweise

ORD-Eintrag
ord-84e8eb1556234fe5a3ac5b71931091a0
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07867629B2

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