Piperazine → (2-Fluoro-phenyl)-piperazin-1-yl-methanone

HRID 2051014Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2051014
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21](Cl)=[N:22][NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(=O)([O-])[O-:32].[K+].[K+]>ClC(Cl)Cl>[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21]([N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)=[O:32].[C:24]1([NH:23][NH2:22])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Komponenten

7

Edukt 4

HCID 4837PiperazineHCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 727453432-fluoro-N-phenylbenzenecarbohydrazonoyl chloride

Produkt 2

HCID 7516PhenylhydrazineHCID 544862(2-Fluoro-phenyl)-piperazin-1-yl-methanoneAusbeute 55,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

To a stirred mixture of 12.5 parts of piperazine, 3.6 parts of N,N-diethylethanamine and 75 parts of trichloromethane was added a solution of 9 parts of 2-fluoro-N-phenylbenzenecarbohydrazonoyl chloride in 75 parts of trichloromethane. The whole was stirred for 2 hours at room temperature. After the addition of 5 parts of potassium carbonate, the reaction mixture was stirred for 30 minutes at reflux temperature. The mixture was cooled, washed with 100 parts of water and the layers were separated. The organic layer was dried, filtered and evaporated, yielding 6 parts (55.8%) of 1-(2-fluorobenzoyl)-piperazine, 2-phenylhydrazine as a residue (int. 9).

Aufarbeitung

  1. stirringthe reaction mixture was stirred for 30 minutes
  2. temperatureat reflux temperature
  3. temperatureThe mixture was cooled
  4. washwashed with 100 parts of water
  5. customthe layers were separated
  6. customThe organic layer was dried
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-eb958c7b7c9e42df994cc17f1f8925ff
Quelldatensatz
uspto-grants-1991_05
Patentnummer
US05015740

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