4-(Chloromethyl)benzoyl chloride → 1-(4-Chloromethylbenzoyl)-4-(2-naphthalenesulfonyl)piperazine

HRID 278548Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 278548
Cl.[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[S:12]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)(=[O:14])=[O:13].C(=O)([O-])O.[Na+].[Cl:26][CH2:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](Cl)=[O:33])=[CH:30][CH:29]=1>C(OCC)(=O)C>[Cl:26][CH2:27][C:28]1[CH:36]=[CH:35][C:31]([C:32]([N:18]2[CH2:19][CH2:20][N:15]([S:12]([C:3]3[CH:4]=[CH:5][C:6]4[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=4)[CH:2]=3)(=[O:14])=[O:13])[CH2:16][CH2:17]2)=[O:33])=[CH:30][CH:29]=1

Komponenten

5

Edukt 3

HCID 701364-(Chloromethyl)benzoyl chlorideHCID 516892Sodium BicarbonateHCID 227218151-(Naphthalene-2-sulfonyl)piperazine hydrochloride

Produkt 1

HCID 110590461-(4-Chloromethylbenzoyl)-4-(2-naphthalenesulfonyl)piperazineAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a mixture of 1-(2-naphthalenesulfonyl)piperazine hydrochloride (5.0 g) in ethyl acetate (60 ml) and an aqueous solution of 10% sodium hydrogen carbonate (40 ml) was added 4-chloromethylbenzoylchloride (3.02 g), and the solution was stirred at room temperature for 30 minutes. The organic layer was separated, washed with water and saturated sodium chloride, dried and concentrated. The residue was washed with diisopropylether and dried under reduced pressure to give the title compound (4.945 g, 78%).

Aufarbeitung

  1. customThe organic layer was separated
  2. washwashed with water and saturated sodium chloride
  3. customdried
  4. concentrationconcentrated
  5. washThe residue was washed with diisopropylether
  6. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-832a1a517c664007b64f7f43ee36d6e3
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06359134B1

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