Hydrochloric Acid → HCID 15057617, Verbindung

HRID 654018

Reaktionsgleichung

Reaktionsgleichung von HRID 654018
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:3]=1.N1C=CC=CC=1.[C:19]1([S:29](Cl)(=[O:31])=[O:30])[CH:24]=[CH:23][CH:22]=[C:21]([S:25]([Cl:28])(=[O:27])=[O:26])[CH:20]=1.Cl>ClC(Cl)C>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:29]([C:19]2[CH:20]=[C:21]([S:25]([Cl:28])(=[O:27])=[O:26])[CH:22]=[CH:23][CH:24]=2)(=[O:31])=[O:30])=[C:4]([C:9]([F:10])([F:11])[F:12])[CH:3]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 678534-Fluoro-2-(trifluoromethyl)anilineHCID 962401,3-Benzenedisulfonyl dichloride

Produkt 1

HCID 15057617HCID 15057617, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 63651,1-DichloroethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

8.78 g (30 mmol) of 4-fluoro-2-(trifluoromethyl)-aniline is dissolved in 88 ml of dichloroethane with exclusion of moisture, 5.55 g (70 mmol) of pyridine is added and the solution is cooled to 0° C. With this temperature being maintained, a solution of 9.9 g (36 mmol) of 1,3-benzenedisulfonic acid dichloride in 50 ml of dichloroethane is instilled, it is stirred for 30 more minutes at 0° C. and for 5 hours more at room temperature. The suspension is shaken out three times with 2N hydrochloric acid and twice with water, the organic phase is dried on sodium sulfate, filtered, concentrated by evaporation and the residue is chromatographed on silica gel 60 (Merck) with ethyl acetate/hexane 1:1. The fractions of the corresponding polarity, concentrated by evaporation, yield 9.7 g (23.22 mmol)=77.4% of the theoretical yield is obtained of a partially crystalline product.

Aufarbeitung

  1. additionis added
  2. temperatureWith this temperature being maintained
  3. dry with materialtwice with water, the organic phase is dried on sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation
  6. customthe residue is chromatographed on silica gel 60 (Merck) with ethyl acetate/hexane 1:1
  7. concentrationThe fractions of the corresponding polarity, concentrated by evaporation, yield 9.7 g (23.22 mmol)=77.4% of the
  8. customtheoretical yield
  9. customis obtained of a partially crystalline product

Quellen und Nachweise

ORD-Eintrag
ord-a0d52818aaa948a19b80debeecabc97e
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05130119

Verknüpfte Notizen

Wird geladen…