Ethanol → HCID 178509693, Verbindung

HRID 44959Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 44959
C[N:2](C)/[CH:3]=[CH:4]/[C:5]([C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[C:10]#[N:11])=O.C(O)C.[NH2:19]N>>[NH:2]1[CH:3]=[CH:4][C:5]([C:7]2[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=2)[C:10]#[N:11])=[N:19]1

Komponenten

4

Edukt 3

HCID 702EthanolHCID 9321HydrazineHCID 57140731-(3-Cyanophenyl)-3-(dimethylamino)acrolein

Produkt 1

HCID 178509693HCID 178509693, VerbindungAusbeute 84,7 %

Versuchsvorschrift

The 3-[(2E)-3-(dimethylamino)prop-2-enoyl]benzonitrile (0.600 g, 0.00300 mol) was dissolved in ethanol (20.0 mL, 0.342 mol) and hydrazine (0.56 mL, 0.018 mol) under an atmosphere of nitrogen was stirred at room temperature for 1.5 h. The reaction was concentrated in vacuo to give a dark product which was purified by FCC on silica gel, eluting with ethyl acetate-hexane 1:1 to give 3-(1H-pyrazol-3-yl)benzonitrile as an oil (0.430 g, 84%), LC/MS (M+H)+: 170.

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. customto give a dark product which
  3. customwas purified by FCC on silica gel
  4. washeluting with ethyl acetate-hexane 1:1

Quellen und Nachweise

ORD-Eintrag
ord-2cc9dbc7adca435b8d881ec260a872cf
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541425B2

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