Iodoethane → Ethyl 2-isonicotinoylthiophene-3-carboxylate

HRID 920901Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 920901
[C:1]([C:9]1[S:10][CH:11]=[CH:12][C:13]=1[C:14]([OH:16])=[O:15])(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].[CH3:23][CH2:24]I>CC#N>[C:1]([C:9]1[S:10][CH:11]=[CH:12][C:13]=1[C:14]([O:16][CH2:23][CH3:24])=[O:15])(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 10796Cesium carbonateHCID 866831162-Isonicotinoylthiophene-3-carboxylic acid

Produkt 1

HCID 86683117Ethyl 2-isonicotinoylthiophene-3-carboxylateAusbeute 85,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

To a solution of 2-isonicotinoylthiophene-3-carboxylic acid (2.2 g, 9.4 mmol) from example 2.1 and Cs2CO3 (6.2 g, 18.9 mmol) in CH3CN (500 mL) was added CH3CH2I (2.9 g, 18.9 mmol) dropwise. The mixture was stirred at 30° C. for 48 h. The mixture was filtered and concentrated to give the title compound as yellow oil (2.1 g, 85.5% yield).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-12aaae79a88842b49121054ed5447ce6
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09273068B2

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