m-Fluorobenzenethiol → 5-(3-Fluorophenylthio)furan-3-carboxylic Acid

HRID 894247Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 894247
[F:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.Br[C:10]1[O:14][CH:13]=[C:12]([C:15]([OH:17])=[O:16])[CH:11]=1>CN(C)C=O>[F:1][C:2]1[CH:3]=[C:4]([S:8][C:10]2[O:14][CH:13]=[C:12]([C:15]([OH:17])=[O:16])[CH:11]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 75710m-FluorobenzenethiolHCID 133335605-Bromofuran-3-carboxylic acid

Produkt 1

HCID 211625225-(3-Fluorophenylthio)furan-3-carboxylic Acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

By the procedure of Example 13, m-fluorothiophenol (3.0 g., 23.4 mmoles) was reacted with cuprous oxide (1.67 g., 11.7 mmoles) in 30 ml. of dimethylformamide and then reacted further with 5-bromofuran-3-carboxylic acid in 30 ml. of dimethylformamide. Isolation of crude solids (920 mg.) was according to Example 9. Recrystallization from methanol/water, which included decolorization with activated carbon, gave purified 5-(3-fluorophenylthio)furan-3-carboxylic acid (500 mg., m.p. 101°-103° C., m/e 238).

Aufarbeitung

  1. customRecrystallization from methanol/water, which
  2. customgave
  3. custompurified 5-(3-fluorophenylthio)furan-3-carboxylic acid (500 mg., m.p. 101°-103° C., m/e 238)

Quellen und Nachweise

ORD-Eintrag
ord-5abfd09d527643009f612c380d3e5e60
Quelldatensatz
uspto-grants-1981_08
Patentnummer
US04282246

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