Piperazine → 2-Piperazino-4,5-dichloronitrobenzene

HRID 248797

Reaktionsgleichung

Reaktionsgleichung von HRID 248797
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[NH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N:13]1([C:2]2[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=2[N+:10]([O-:12])=[O:11])[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1

Komponenten

5

Edukt 3

HCID 4837PiperazineHCID 69832,4,5-TrichloronitrobenzeneHCID 11430Potassium Carbonate

Produkt 1

HCID 197621472-Piperazino-4,5-dichloronitrobenzeneAusbeute 59,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

68 g (0.3 mol) of 2,4,5-Trichloronitrobenzene and 77.4 g (0.9 mol) of piperazine were stirred in 100 ml of a dimethylformamide in the presence of 31 g of anhydrous potassium carbonate for one hour at a room temperature of 25° C. to 40° C. and then for one hour at 70° to 80° C. to obtain 49.5 g of 2-piperazino-4,5-dichloronitrobenzene. This compound was reacted with 2-ethylhexanoyl chloride in a solvent of acetonitrile in the presence of pyridine to obtain 2-[N-(2-hexanoyl)piperazino]-4,5-dichloronitrobenzene.

Quellen und Nachweise

ORD-Eintrag
ord-ad343ad3024443c09bc66d9b2a18bcb8
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05212042

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