Reaktion #1019042

ord-1be58a1a70c94d178a3b49620d42ec1f

Reaktionsgleichung

CCCCN(CCCC)c1ccc(C=O)s1
5-(dibutylamino)thiophene-2-carbaldehyde
CCCCn1c(O)cc(C)c(C#N)c1=O
1-butyl-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
→
CCCCN1C(=O)C(C#N)=C(C)/C(=C\c2ccc(N(CCCC)CCCC)s2)C1=O
(E)-1-butyl-5-((5-(dibutylamino)thiophen-2-yl)methylene)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

Edukte

CCCCN(CCCC)c1ccc(C=O)s1
5-(dibutylamino)thiophene-2-carbaldehyde
CCCCn1c(O)cc(C)c(C#N)c1=O
1-butyl-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

Reagenzien

Keine

Lösungsmittel

CC(=O)OC(C)=O
acetic anhydride

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturby heating
  2. 2
    Temperaturwhile refluxing
  3. 3
    SonstigeAfter completion of the reaction
  4. 4
    Temperaturthe resulting material is cooled
  5. 5
    Sonstigethe solvent is removed

Vorschrift

To a 100 ml flask, 3.0 g of 5-(dibutylamino)thiophene-2-carbaldehyde, 2.59 g of 1-butyl-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile and 10 ml of acetic anhydride are added, followed by heating while refluxing. After completion of the reaction, the resulting material is cooled and the solvent is removed to obtain (E)-1-butyl-5-((5-(dibutylamino)thiophen-2-yl)methylene)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile in solid phase.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09297940B2uspto-grants-2016_03