Water → N-[1-(5-Methyl-2-thienyl)ethylidene]-2-(trifluoromethyl)aniline

HRID 1464252

Reaktionsgleichung

Reaktionsgleichung von HRID 1464252
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH2:5].[C:12]([C:15]1[S:16][C:17]([CH3:20])=[CH:18][CH:19]=1)(=O)[CH3:13].O>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:20][C:17]1[S:16][C:15]([C:12](=[N:5][C:4]2[CH:6]=[CH:7][CH:8]=[CH:9][C:3]=2[C:2]([F:10])([F:11])[F:1])[CH3:13])=[CH:19][CH:18]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 69222-(Trifluoromethyl)anilineHCID 836552-Acetyl-5-methylthiophene

Produkt 1

HCID 19087626N-[1-(5-Methyl-2-thienyl)ethylidene]-2-(trifluoromethyl)anilineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6101p-Toluenesulfonic acidKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 2-(trifluoromethyl)aniline (4.0 q, 25 mmol), 2-acetyl-5-methylthiophene (4.4 g, 31 mmol), and p-toluenesulfonic acid (50 mg) in toluene (30 mL) was heated under reflux with azeotropic removal of water for 10 hours. Then the mixture was concentrated on a rotary evaporator, and the oily residue was distilled under reduced pressure to give 6.2 g (88%) of ketimine 12q as an oil (bp 128°-130° C./0.3 mm Hg).

Aufarbeitung

  1. concentrationThen the mixture was concentrated on a rotary evaporator
  2. distillationthe oily residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-27bb968237f544e09926f679c6f73f35
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05304554

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