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Ethanol → 1-[(5-Chloroindol-2-yl)sulfonyl]-4-[(hydrazono)[5-(pyridin-4-yl)pyrimidin-2-yl]methyl]piperazine

HRID 352925
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 352925
C(O)C.[Cl:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9]([S:14]([N:17]1[CH2:22][CH2:21][N:20]([C:23]([C:25]3[N:30]=[CH:29][C:28]([C:31]4[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=4)=[CH:27][N:26]=3)=S)[CH2:19][CH2:18]1)(=[O:16])=[O:15])=[CH:8]2.O.[NH2:38][NH2:39]>[Hg](Cl)Cl.C(Cl)Cl>[Cl:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9]([S:14]([N:17]1[CH2:22][CH2:21][N:20]([C:23](=[N:38][NH2:39])[C:25]3[N:30]=[CH:29][C:28]([C:31]4[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=4)=[CH:27][N:26]=3)[CH2:19][CH2:18]1)(=[O:16])=[O:15])=[CH:8]2
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Komponenten

6

Edukt 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 865920861-[(5-Chloroindol-2-yl)sulfonyl]-4-[[5-(pyridin-4-yl)pyrimidin-2-yl]thiocarbonyl]piperazine

Produkt 1

HCID 698815601-[(5-Chloroindol-2-yl)sulfonyl]-4-[(hydrazono)[5-(pyridin-4-yl)pyrimidin-2-yl]methyl]piperazineAusbeute 6.899,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24085
Mercuric Chloride
Katalysator
HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

In a mixed solvent of ethanol (100 ml) and methylene chloride (100 ml) was suspended 1-[(5-chloroindol-2-yl)sulfonyl]-4-[[5-(pyridin-4-yl)pyrimidin-2-yl]thiocarbonyl]piperazine (499 mg) at room temperature, followed by the successive addition of hydrazine monohydrate (146 μg) and mercury (II) chloride (272 mg). The resulting mixture was stirred at room temperature for 4 hours. After the solvent was distilled off, the residue was purified by chromatography on a silica gel column (8% methanol—methylene chloride). Methylene chloride was added and the resulting mixture was concentrated. Yellow crystals thus precipitated were collected by filtration and dried, whereby the title compound (100 mg) was obtained.

Aufarbeitung

  1. customat room temperature
  2. distillationAfter the solvent was distilled off
  3. customthe residue was purified by chromatography on a silica gel column (8% methanol—methylene chloride)
  4. additionMethylene chloride was added
  5. concentrationthe resulting mixture was concentrated
  6. customYellow crystals thus precipitated
  7. filtrationwere collected by filtration
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a7287d15f3c34f13943f113b5aed707c
Quelldatensatz
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06747023B1

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