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2-Propanone, 1-(acetyloxy)-3-chloro- → Diethyl [(2,3,4-trifluoroanilino)(3-acetoxy-2-oxopropylthio)methylene]malonate

HRID 1722069
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1722069
[Na].[F:2][C:3]1[C:22]([F:23])=[C:21]([F:24])[CH:20]=[CH:19][C:4]=1[NH:5][C:6](=[C:8]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[SH:7].[C:25]([O:28][CH2:29][C:30]([CH2:32]Cl)=[O:31])(=[O:27])[CH3:26]>CN(C)C=O>[F:2][C:3]1[C:22]([F:23])=[C:21]([F:24])[CH:20]=[CH:19][C:4]=1[NH:5][C:6](=[C:8]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[S:7][CH2:32][C:30](=[O:31])[CH2:29][O:28][C:25](=[O:27])[CH3:26]
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Komponenten

4

Edukt 2

HCID 384132-Propanone, 1-(acetyloxy)-3-chloro-HCID 178472269HCID 178472269, Verbindung

Produkt 1

HCID 14390992Diethyl [(2,3,4-trifluoroanilino)(3-acetoxy-2-oxopropylthio)methylene]malonateAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Diethyl [(2,3,4-trifluoroanilino)(mercapto)methylene]malonate sodium salt (5.3 g) was dissolved in N,N-dimethylformamide (70 ml) and thereto 1-acetoxy-3-chloroacetone (2.2 g) was added and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was filtered to remove insoluble materials. After the filtrate was evaporated to dryness under reduced pressure, water was added to the residue and the mixture was extracted with chloroform. The extract was washed with a NaCl solution and dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure to give the title compound (6.0 g) as pale yellow oil.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customto remove insoluble materials
  3. customAfter the filtrate was evaporated to dryness under reduced pressure, water
  4. additionwas added to the residue
  5. extractionthe mixture was extracted with chloroform
  6. washThe extract was washed with a NaCl solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationby distilling off the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3683b1fbab994dc3af731351e4f38417
Quelldatensatz
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04853469

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