Chloroacetaldehyde → 6-Chloroimidazo(1,2-a)pyridine
Reaktionsgleichung
[Cl:1][CH2:2][CH:3]=O.[NH2:5][C:6]1[CH:7]=[N:8][C:9](Cl)=[CH:10]C=1.[CH2:13](O)C>>[Cl:1][C:2]1[CH:3]=[CH:10][C:9]2[N:5]([CH:6]=[CH:7][N:8]=2)[CH:13]=1Komponenten
4
Versuchsvorschrift
To a solution of 50% aq. chloroacetaldehyde (1.1 eq, 291 mmol, 37 ml) in ethanol (700 ml) is added 3-amino-6-chloro-pyridine (1 eq, 264 mmol, 34 g) at room temperature. The reaction mixture is refluxed for 3 hours. The solvent is removed in vacuo and the crude product is dissolved in water (400 ml). The aqueous solution is treated with sodium bicarbonate to pH=8 and extracted with dcm (3×250 ml), the organic layer is dried (MgSO4) and evaporated to give a brown solid (39.2 g) 6-chloro-imidazo[1,2-a]pyridine; [M+H]+153(155)
Aufarbeitung
- temperatureThe reaction mixture is refluxed for 3 hours
- customThe solvent is removed in vacuo
- dissolutionthe crude product is dissolved in water (400 ml)
- additionThe aqueous solution is treated with sodium bicarbonate to pH=8
- extractionextracted with dcm (3×250 ml)
- dry with materialthe organic layer is dried (MgSO4)
- customevaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-9e04716f52c14a95aa5b45a01dacfbd8
- Quelldatensatz
- uspto-grants-2013_02
- Patentnummer
- US08367662B2
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