Hydrogen Bromide → HCID 19790388, Verbindung

HRID 893100Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 893100
[BrH:1].[Cl:2][C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][C:16]=1[Cl:17])[C:6](=O)[CH2:7][CH:8]([C:11]#[N:12])[C:9]#[N:10]>CCOCC.C(Cl)(Cl)Cl>[Br:1][C:9]1[NH:10][C:6]([C:5]2[CH:14]=[CH:15][C:16]([Cl:17])=[C:3]([Cl:2])[CH:4]=2)=[CH:7][C:8]=1[C:11]#[N:12]

Komponenten

5

Edukt 2

HCID 260Hydrogen BromideHCID 10857979Propanedinitrile, [2-(3,4-dichlorophenyl)-2-oxoethyl]-

Produkt 1

HCID 19790388HCID 19790388, VerbindungAusbeute 24 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

Hydrogen bromide gas is bubbled through a mixture of (3,4-dichlorophenacyl)malononitrile (10.0 g, 0.0395 mol) in ether (150 mL) and chloroform (100 mL) at a moderate rate, keeping the reaction mixture temperature below 35°-40° C. After ten minutes, TLC shows the reaction is complete by UV analysis. The reaction mixture is poured into an ice-water mixture, the layers are separated and the aqueous layer is extracted with ether. The combined organic layer and ether extracts are dried and concentrated in vacuo to give a brown solid. The brown solid is washed with methylene chloride and filtered to obtain the title compound as an off-white solid (3.0 g, 24%, mp >200° C.) which is identified by IR and NMR spectral analyses.

Aufarbeitung

  1. customthe reaction mixture temperature below 35°-40° C
  2. waitAfter ten minutes
  3. customthe layers are separated
  4. extractionthe aqueous layer is extracted with ether
  5. dry with materialThe combined organic layer and ether extracts are dried
  6. concentrationconcentrated in vacuo
  7. customto give a brown solid
  8. washThe brown solid is washed with methylene chloride
  9. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-bc53e076829849a9ad5035227fd27f07
Quelldatensatz
uspto-grants-1992_06
Patentnummer
US05122615

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