Sodium Iodide → 2,3-Dicyanonaphthalene

HRID 1090288

Reaktionsgleichung

Reaktionsgleichung von HRID 1090288
Br[C:2]1[C:3](Br)=[C:4](Br)[C:5](Br)=[C:6]([CH3:9])[C:7]=1[CH3:8].[C:13](#[N:18])/[CH:14]=[CH:15]/[C:16]#[N:17].[I-].[Na+].S([O-])(O)=O.[Na+]>CN(C)C=O>[C:16]([C:15]1[C:14]([C:13]#[N:18])=[CH:8][C:7]2[C:6](=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:9]=1)#[N:17]

Komponenten

6

Edukt 4

HCID 5238Sodium IodideHCID 177713,4,5,6-Tetrabromo-o-xyleneHCID 637930FumaronitrileHCID 23665763Sodium Bisulfite

Produkt 1

HCID 6012702,3-DicyanonaphthaleneAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To 0.1 mole of tetrabromoxylene, 0.17 mole of fumaronitrile, 0.66 mole of sodium iodide and 400 ml of anhydrous dimethylformamide were added and heated with stirring at 70 to 80° C. for 7 hours. The reaction solution was added to 800 g of ice water. To the deposited precipitate, about 15 g of sodium hydrogen sulfite was added and allowed to stand overnight. After filtration by suction and drying, while 2,3-dicyanonaphthalene was obtained by recrystallization from chloroform/ethanol in yield of 80%.

Aufarbeitung

  1. temperatureheated
  2. waitto stand overnight
  3. filtrationAfter filtration by suction
  4. dry with materialdrying, while 2,3-dicyanonaphthalene
  5. customwas obtained by recrystallization from chloroform/ethanol in yield of 80%

Quellen und Nachweise

ORD-Eintrag
ord-9055e085ce8c43f884016c9c975cd909
Quelldatensatz
uspto-grants-1992_01
Patentnummer
US05081236

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