Sodium Bicarbonate → 1-(4-Chlorostyrene-beta-sulfonyl)-4-[4-methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine

HRID 278610Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 278610
Cl.Cl.[CH3:3][C:4]1[N:5]=[C:6]([C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[S:7][C:8]=1[C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:10].C(=O)(O)[O-].[Na+].[Cl:28][C:29]1[CH:40]=[CH:39][C:32]([CH:33]=[CH:34][S:35](Cl)(=[O:37])=[O:36])=[CH:31][CH:30]=1>C(OCC)(=O)C>[Cl:28][C:29]1[CH:30]=[CH:31][C:32]([CH:33]=[CH:34][S:35]([N:14]2[CH2:15][CH2:16][N:11]([C:9]([C:8]3[S:7][C:6]([C:17]4[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=4)=[N:5][C:4]=3[CH3:3])=[O:10])[CH2:12][CH2:13]2)(=[O:37])=[O:36])=[CH:39][CH:40]=1

Komponenten

5

Edukt 3

HCID 516892Sodium BicarbonateHCID 38443052-(4-chlorophenyl)ethenesulfonyl ChlorideHCID 226280481-[4-Methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine dihydrochloride

Produkt 1

HCID 570805581-(4-Chlorostyrene-beta-sulfonyl)-4-[4-methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazineAusbeute 62,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 1-[4-methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine dihydrochloride (200 mg) in ethyl acetate (10 ml)/sodium bicarbonate (10 ml) was added 4-chlorostyrene-β-sulfonylchloride (275 mg), and the mixture was stirred at room temperature for 1 hour. The ethyl acetate layer was separated, washed with brine, dried and concentrated. The residue was purified with silica gel column chromatography (ethyl acetate) to give colorless crystals of the title compound (169 mg).

Aufarbeitung

  1. customThe ethyl acetate layer was separated
  2. washwashed with brine
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified with silica gel column chromatography (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-9def6a6b956a47ec99152347c608f88d
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06359134B1

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