2-(Trifluoromethyl)aniline → 1,1-Bis(4-chlorophenylsulphonyl)-2-[2-(trifluoromethyl)anilino]ethene

HRID 542886

Reaktionsgleichung

Reaktionsgleichung von HRID 542886
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]([S:16]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])=[CH:12]OCC)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[F:26][C:27]([F:36])([F:35])[C:28]1[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=1[NH2:30]>CC(N(C)C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([C:11]([S:16]([C:19]2[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=2)(=[O:18])=[O:17])=[CH:12][NH:30][C:29]2[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=2[C:27]([F:26])([F:35])[F:36])(=[O:10])=[O:9])=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 69222-(Trifluoromethyl)anilineHCID 33713701-Chloro-4-({1-[(4-chlorophenyl)sulfonyl]-2-ethoxyvinyl}sulfonyl)benzene

Produkt 1

HCID 202075091,1-Bis(4-chlorophenylsulphonyl)-2-[2-(trifluoromethyl)anilino]etheneAusbeute 50,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A solution of 1,1-bis(4-chlorophenylsulphonyl)-2-ethoxyethene (1.26 g) and 2-(trifluoromethyl)aniline (0.48 g) in dimethylacetamide (20 ml) was heated at reflux for 2 hours, and then it was cooled and poured onto ice (50 g). The resulting white precipitate was filtered off, washed with water and recrystallised from ethanol, to give 1,1-bis(4-chlorophenylsulphonyl)-2-[2-(trifluoromethyl)anilino]ethene (0.8 g), m.p. 169°-171° C.

Aufarbeitung

  1. temperatureat reflux for 2 hours
  2. temperatureit was cooled
  3. additionpoured onto ice (50 g)
  4. filtrationThe resulting white precipitate was filtered off
  5. washwashed with water
  6. customrecrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-603f45c2fba84f72880705f9baeb8a82
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04659727

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