Dimethylformamide → Piperazine,1-(4-nitrophenyl)-4-(4-pyridinyl)-

HRID 2232394

Reaktionsgleichung

Reaktionsgleichung von HRID 2232394
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[N:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[CH:13][CH:12]=1.C(=O)(O)[O-].[Na+].CN(C)C=O>O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:20]2[CH2:21][CH2:22][N:17]([C:14]3[CH:15]=[CH:16][N:11]=[CH:12][CH:13]=3)[CH2:18][CH2:19]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 9590p-FluoronitrobenzeneHCID 705171-(4-Pyridyl)piperazineHCID 516892Sodium Bicarbonate

Produkt 1

HCID 10924082Piperazine,1-(4-nitrophenyl)-4-(4-pyridinyl)-Ausbeute 51,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 4-fluoronitrobenzene (7.05 g), 4-pyridylpiperazine (8.15 g), anhydrous sodium bicarbonate (10.0 g) and dry N,N-dimethylformamide (100 ml) was heated under reflux with stirring for 3 hours and then cooled and poured into water. The solid was filtered off, washed with water and crystallised from ethanol to give 1-(4-nitrophenyl)-4-(4-pyridyl)piperazine (7.34 g), m.p. 213°-216° C. Further recrystallisation raised the m.p. to 219°-221° C. Found: C,63.76; H,5.85; N,19.96. C15H16N4O2 requires: C,63.36; H,5.67; N,19.71%.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperaturecooled
  4. filtrationThe solid was filtered off
  5. washwashed with water
  6. customcrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-77428d48f0b845c69e849dca39f58cc8
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04788196

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