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Potassium Carbonate → ethyl 6,7,8-trifluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate

HRID 1085781
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1085781
I[CH:2](I)[CH3:3].C(=O)([O-])[O-].[K+].[K+].[F:11][C:12]1[CH:13]=[C:14]2[C:19](=[C:20]([F:23])[C:21]=1[F:22])[N:18]=[C:17]([SH:24])[C:16]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[C:15]2[OH:30]>CN(C)C=O>[F:11][C:12]1[CH:13]=[C:14]2[C:19](=[C:20]([F:23])[C:21]=1[F:22])[N:18]1[CH:2]([CH3:3])[S:24][C:17]1=[C:16]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:15]2=[O:30]
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Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 68980DiiodoethaneHCID 178470134HCID 178470134, Verbindung

Produkt 1

HCID 9973824ethyl 6,7,8-trifluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylateAusbeute 50,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To 25 ml of N,N-dimethylformamide were added 12 g of diiodoethane and 8.3 g of potassium carbonate, a solution of 6.07 g of the compound obtained in Example 4 dissolved in 60 ml of N,N-dimethylformamide was gradually dropped thereinto, and the mixture was stirred for 30 minutes at the same temperature. N,N-Dimethylformamide was evaporated therefrom in vacuo, the residue was dissolved in a mixture of chloroform and methanol (2:1), washed with water, dried over magnesium sulfate, the solvent was evaporated therefrom, and the crystals separated out therefrom were washed with ether to give 3.35 g of ethyl 6,7,8-trifluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate.

Aufarbeitung

  1. additionwas gradually dropped
  2. customN,N-Dimethylformamide was evaporated
  3. dissolutionin vacuo, the residue was dissolved in a mixture of chloroform and methanol (2:1)
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent was evaporated
  7. customthe crystals separated
  8. washout therefrom were washed with ether

Quellen und Nachweise

ORD-Eintrag
ord-0981fcf7276948a3a0055cf52d8c2194
Quelldatensatz
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05011831

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