Benzaldehyde → (4-(Trifluoromethylthio)benzyl)malononitrile

HRID 749607Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 749607
[F:1][C:2]([F:17])([F:16])[S:3][C:4]1[CH:15]=[CH:14][C:7]([CH:8]=[C:9]([C:12]#[N:13])[C:10]#[N:11])=[CH:6][CH:5]=1.C(=O)C1C=CC=CC=1.C1(N)C=CC=CC=1N>C(O)C>[F:16][C:2]([F:1])([F:17])[S:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][CH:9]([C:12]#[N:13])[C:10]#[N:11])=[CH:14][CH:15]=1

Komponenten

5

Edukt 3

HCID 240BenzaldehydeHCID 7243O-PhenylenediamineHCID 222349754-(Trifluoromethylthio)benzylidenemalononitrile

Produkt 1

HCID 22234991(4-(Trifluoromethylthio)benzyl)malononitrileAusbeute 77,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Then, 8.00 g of (4-(trifluoromethylthio)benzylidene)malononitrile and 3.35 g of benzaldehyde were dissolved in 320 ml of ethanol, and while stirring at room temperature, 3.41 g of phenylenediamine was slowly added, and the mixture was stirred at room temperature for 5 hours. Then, the reaction mixture was concentrated, 300 ml of t-butyl methyl ether was added, and insoluble matters were filtered. The filtrate was concentrated and the resulting residue was subjected to silica gel chromatography to give 6.22 g of (4-(trifluoromethylthio)benzyl)malononitrile (the intermediate (14)).

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 5 hours
  2. concentrationThen, the reaction mixture was concentrated
  3. addition300 ml of t-butyl methyl ether was added
  4. filtrationinsoluble matters were filtered
  5. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-9fb9eccb93004b279213118abb35b9b5
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07402691B2

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