Chlorotrifluoroethylene → 3(2-Chloro-1,1,2-trifluoroethylthio) nitrobenzene

HRID 46623

Reaktionsgleichung

Reaktionsgleichung von HRID 46623
[N+:1]([C:4]1[CH:5]=[C:6]([SH:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[OH-].[K+].[Cl:13][C:14]([F:18])=[C:15]([F:17])[F:16].ClC1C(C(F)(F)CF)=CC=CC=1[N+]([O-])=S>[Hg].CC(C)=O>[Cl:13][CH:14]([F:18])[C:15]([F:17])([F:16])[S:10][C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=[CH:8][CH:7]=1

Komponenten

7

Edukt 4

HCID 6594ChlorotrifluoroethyleneHCID 14797Potassium HydroxideHCID 2435763-Nitrobenzene-1-thiolHCID 178526931HCID 178526931, Verbindung

Produkt 1

HCID 540174113(2-Chloro-1,1,2-trifluoroethylthio) nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23931MercuryKatalysatorHCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 50 g. (0.322 moles) of 3-nitrothiophenol, 46.6 g. (0.402 moles) of potassium hydroxide, 60 ml. of acetone and 59 g. (0.395 moles) of 2-chloro-1,1,2-trifluoroethylene is heated in an autoclave with stirring for 11/2 hours at 60°-70° C. The reaction mixture is cooled, decanted and the solution evaporated to dryness in vacuo. The oily residue is combined with the solids, water is added and the product extracted with methylene chloride. The extracts are washed with 2.5 N aqueous sodium hydroxide and water, dried and evaporated to dryness in vacuo affording 76.5 g. of 3(2-chloro 1,1,2-trifluoroethylthio nitrobenzene with a b.p. at 0.25 mm. of mercury of 98°-102° C. The structure is verified with nuclear magnetic resonance.

Aufarbeitung

  1. additionA mixture of 50 g
  2. temperatureThe reaction mixture is cooled
  3. customdecanted
  4. customthe solution evaporated to dryness in vacuo
  5. additionis added
  6. extractionthe product extracted with methylene chloride
  7. washThe extracts are washed with 2.5 N aqueous sodium hydroxide and water
  8. customdried
  9. customevaporated to dryness in vacuo
  10. customaffording 76.5 g

Quellen und Nachweise

ORD-Eintrag
ord-52d400b817b54f0b9a95b00dd6f2ed59
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04174400

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