Sodium Iodide → 2,3-Dicyanonaphthalene

HRID 476831

Reaktionsgleichung

Reaktionsgleichung von HRID 476831
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

Versuchsvorschrift

To 0.1 mol of tetrabromoxylene were added 0.17 mol of fumaronitrile, 0.66 mol of sodium iodide and 400 ml of anhydrous dimethylformamide, and the mixture was stirred under heating at 70° to 80° C. for 7 hours. The reaction mixture was added to 800 g of ice-water, and to the resultant precipitate was added about 15 g of sodium hydrogen sulfite and the mixture was left to stand overnight. Subsequently, the mixture was filtered and dried, followed by recrystallization from chloroform/ethanol, to give white 2,3-dicyanonaphthalene. The yield was 80%.

Aufarbeitung

  1. temperatureunder heating at 70° to 80° C. for 7 hours
  2. waitthe mixture was left
  3. filtrationSubsequently, the mixture was filtered
  4. customdried
  5. customfollowed by recrystallization from chloroform/ethanol

Quellen und Nachweise

ORD-Eintrag
ord-1eb695f3a2a048318e8379ef2fd4ce61
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04886721

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