1-Chloro-4-nitrobenzene → 1-(4-Methoxyphenyl)-4-(4-nitrophenyl)piperazine

HRID 266060

Reaktionsgleichung

Reaktionsgleichung von HRID 266060
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1.Cl[C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=3)[CH2:11][CH2:10]2)=[CH:7][CH:8]=1

Komponenten

6

Edukt 3

HCID 74741-Chloro-4-nitrobenzeneHCID 11430Potassium CarbonateHCID 2697221-(4-Methoxyphenyl)piperazine

Produkt 1

HCID 51346571-(4-Methoxyphenyl)-4-(4-nitrophenyl)piperazineAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 1-(4-methoxyphenyl)piperazine dihyclrochloride (0.050 mol), 1-chloro-4-nitrobenzene (0.050 mol) and potassium carbonate (10.0 g) in N,N-dimethylform-amide (100 ml) was stirred and refluxed overnight. The reaction mixture was diluted with water and extracted twice with trichloromethane. The organic layers were combined, dried (MgSO4), filtered and evaporated in vacuum. The residue was successively triturated in 4-methyl-2-pentanone and recrystallized from 1,4-dioxane. The product was filtered off and dried, yielding 10.5 g (67%) of 1-(4-methoxyphenyl)-4-(4-nitrophenyl)-piperazine; mp. 195.1° C. (interm. 1).

Aufarbeitung

  1. temperaturerefluxed overnight
  2. extractionextracted twice with trichloromethane
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customevaporated in vacuum
  6. customThe residue was successively triturated in 4-methyl-2-pentanone
  7. customrecrystallized from 1,4-dioxane
  8. filtrationThe product was filtered off
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8ff926236b0348718f1a82d2869d7a1d
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05650411

Verknüpfte Notizen

Wird geladen…