2-(Ethoxymethylene)propanedinitrile → HCID 18689500, Verbindung

HRID 1871872Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1871872
[Cl:1][C:2]1[C:3]([NH:13][NH2:14])=[N:4][C:5]([Cl:12])=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.C(O[CH:18]=[C:19]([C:22]#[N:23])[C:20]#[N:21])C>C(O)C>[NH2:23][C:22]1[N:13]([C:3]2[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:10])([F:11])[F:9])=[C:5]([Cl:12])[N:4]=2)[N:14]=[CH:18][C:19]=1[C:20]#[N:21]

Komponenten

4

Edukt 2

HCID 671522-(Ethoxymethylene)propanedinitrileHCID 110757282(1H)-Pyridinone, 3,6-dichloro-5-(trifluoromethyl)-, hydrazone

Produkt 1

HCID 18689500HCID 18689500, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

24.6 g (0.1 mol) of 3,6-dichloro-2-hydrazino-5-trifluoromethylpyridine were added to a mixture of 12.2 g (0.1 mol) of ethoxymethylenemalononitrile and 200 ml of ethanol with stirring at 20° C. and it was stirred at 78° C. for 10 hours. After cooling, the reaction mixture was concentrated under reduced pressure and the residue was taken up in methylene chloride. It was extracted 3× with water and the organic phase separated off was dried over magnesium sulfate, filtered off with suction through neutral alumina and then concentrated under reduced pressure. After stirring in ether/pentane, 13.3 g (41.3% of theory) of the title compound of m.p. 168-171° C. were obtained (Active Compound Example No. 2a.002).

Aufarbeitung

  1. stirringit was stirred at 78° C. for 10 hours
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. extractionIt was extracted 3× with water
  5. customthe organic phase separated off
  6. dry with materialwas dried over magnesium sulfate
  7. filtrationfiltered off with suction through neutral alumina
  8. concentrationconcentrated under reduced pressure
  9. stirringAfter stirring in ether/pentane

Quellen und Nachweise

ORD-Eintrag
ord-814137766be24e4eba8160aa1dd879d8
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06107253

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