Chloroacetaldehyde → 7-Ethylimidazo[1,2-a]pyridine

HRID 1095738

Reaktionsgleichung

Reaktionsgleichung von HRID 1095738
[CH2:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH2:9])[CH:4]=1)[CH3:2].Cl[CH2:11][CH:12]=O>CCO>[CH2:1]([C:3]1[CH:8]=[CH:7][N:6]2[CH:11]=[CH:12][N:9]=[C:5]2[CH:4]=1)[CH3:2]

Komponenten

4

Edukt 2

HCID 33ChloroacetaldehydeHCID 1184254-Ethylpyridin-2-amine

Produkt 1

HCID 181844637-Ethylimidazo[1,2-a]pyridineAusbeute 98,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4-ethylpyridin-2-amine (3.21 g, 8.19 mmol), and chloroacetaldehyde (50% aqueous solution, 2.6 ml, 10.5 mmol) in EtOH (10 ml) was refluxed vigorously for 12 hours. The reaction mixture was concentrated, and the residue was suspended in saturated aqueous sodium bicarbonate solution. The aqueous mixture was extracted with CH2Cl2 and EtOAc, and the combined organic extracts were dried over Na2SO4, filtered and concentrated to afford the desired product (1.18 g, 98% yield) as a viscous oil. MS APCI (+) m/z 147.2 (M+1) detected.

Aufarbeitung

  1. temperaturewas refluxed vigorously for 12 hours
  2. concentrationThe reaction mixture was concentrated
  3. extractionThe aqueous mixture was extracted with CH2Cl2 and EtOAc
  4. dry with materialthe combined organic extracts were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a14ef65495744592aceb2fbe75dcfb13
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138181B2

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