Chloroform → 3-(4,5-dichloro-1H-imidazol-2-yl)pyridine

HRID 1439247Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1439247
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[NH:8]C=[CH:10][N:11]=2)[CH:2]=1.[Cl:12]N1C(=O)CCC1=O.[CH:20]([Cl:23])(Cl)Cl>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[NH:8][C:20]([Cl:23])=[C:10]([Cl:12])[N:11]=2)[CH:2]=1

Komponenten

4

Edukt 3

HCID 6212ChloroformHCID 31398ChlorosuccinimideHCID 123955003-(1H-Imidazol-2-yl)pyridine

Produkt 1

HCID 213989023-(4,5-dichloro-1H-imidazol-2-yl)pyridine

Versuchsvorschrift

To a suspension of 2-(3-pyridyl)-imidazole (1.5 g., 0.01 moles) in chloroform (150 ml.) is added dropwise with stirring over one hour at reflux N-chlorosuccinimide (2.6 g., 0.02 moles). The reaction mixture is heated three hours at reflux. After cooling, the solvent is removed at 20 mm. and the residue triturated with water while heating on a steam bath. The resulting solid is filtered and after recrystallization from acetonitrile 400 mg. of 2-(3-pyridyl)-4,5-dichloroimidazole is obtained, m.p. 237°-238° C.

Aufarbeitung

  1. additionis added dropwise
  2. temperatureThe reaction mixture is heated three hours
  3. temperatureat reflux
  4. temperatureAfter cooling
  5. customthe solvent is removed at 20 mm
  6. customand the residue triturated with water
  7. temperaturewhile heating on a steam bath
  8. filtrationThe resulting solid is filtered
  9. customafter recrystallization from acetonitrile 400 mg

Quellen und Nachweise

ORD-Eintrag
ord-6b62ec7126eb43fb85506213ab94d354
Quelldatensatz
uspto-grants-1977_11
Patentnummer
US04058614

Notizen zur Reaktion

Wird geladen…