Ammonia → 4-[4-(4-Pyridyl)piperazin-1-yl]anisole

HRID 2207

Reaktionsgleichung

Reaktionsgleichung von HRID 2207
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl.Cl[C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1.N>O>[N:20]1[CH:21]=[CH:22][C:17]([N:4]2[CH2:3][CH2:2][N:1]([C:7]3[CH:8]=[CH:9][C:10]([O:13][CH3:14])=[CH:11][CH:12]=3)[CH2:6][CH2:5]2)=[CH:18][CH:19]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 818524-Chloropyridine hydrochlorideHCID 2697221-(4-Methoxyphenyl)piperazine

Produkt 1

HCID 149869024-[4-(4-Pyridyl)piperazin-1-yl]anisoleAusbeute 31 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

4-(piperazin-1-yl)anisole (4.24 g) and 4-chloropyridine hydrochloride (3.35 g) were intimately mixed and heated at 160°-170° C. (bath temperature) for 7 minutes. The solid obtained on cooling was dissolved in water (75 ml) and the solution basified with aqueous ammonia. The solid precipitate was extracted into ethyl acetate and the organic extract washed with water, filtered through phase separating paper (Whatman 1PS) and evaporated. The residue was recrystallised from ethanol to give 4-[4-(4-pyridyl)-piperazin-1-yl]anisole (1.84 g) as a solid: m.p. 165°-167° C.; NMR (CDCl3) δ8.3(2H,d); 6.86(4H,m); 6.71(2H,d); 3.78(3H,s); 3.46(4H,m); 3.2(4H,m).

Aufarbeitung

  1. temperatureheated at 160°-170° C. (bath temperature) for 7 minutes
  2. customThe solid obtained
  3. temperatureon cooling
  4. extractionThe solid precipitate was extracted into ethyl acetate
  5. extractionthe organic extract
  6. washwashed with water
  7. filtrationfiltered through phase
  8. customseparating paper (Whatman 1PS)
  9. customevaporated
  10. customThe residue was recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-61aad68a3b1947e1aaa4cb73733b890c
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728701

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