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Water → {2-[2-Fluoro-3-(2-fluoroethoxy)-5-methoxyphenyl]-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester

HRID 1698623
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1698623
C(=O)([O-])[O-].[K+].[K+].[F:7][CH2:8][CH2:9]I.[CH3:11][O:12][C:13](=[O:42])[N:14]=[C:15]([S:40][CH3:41])[C:16]([C:30]1[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[C:32]([OH:38])[C:31]=1[F:39])=[N:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[N:28]=[C:27]([CH3:29])[O:26][N:25]=2)=[CH:20][CH:19]=1.O>CN(C=O)C.C(OCC)(=O)C>[CH3:11][O:12][C:13](=[O:42])[N:14]=[C:15]([S:40][CH3:41])[C:16]([C:30]1[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[C:32]([O:38][CH2:9][CH2:8][F:7])[C:31]=1[F:39])=[N:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[N:28]=[C:27]([CH3:29])[O:26][N:25]=2)=[CH:20][CH:19]=1
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Komponenten

7

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 69804Ethane, 1-fluoro-2-iodo-HCID 72312745[2-(2-Fluoro-3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester

Produkt 1

HCID 72312758
{2-[2-Fluoro-3-(2-fluoroethoxy)-5-methoxyphenyl]-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester
Ausbeute 97,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

After adding 3.32 g of potassium carbonate and 3.13 g of 1-fluoro-2-iodoethane to a solution of 5.5 g of [2-(2-fluoro-3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester in 100 ml of DMF, the mixture was stirred at room temperature for 15 hours. Water was added to the reaction mixture and extraction was performed with ethyl acetate. After washing the organic layer with water and saturated brine, it was dried over anhydrous magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (5.88 g) as a yellow solid.

Aufarbeitung

  1. washAfter washing the organic layer with water and saturated brine, it
  2. dry with materialwas dried over anhydrous magnesium sulfate
  3. filtrationThe desiccating agent was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate-heptane)

Quellen und Nachweise

ORD-Eintrag
ord-77666b04e4d740d5918d94fa6e3a2c98
Quelldatensatz
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08163787B2

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