Potassium Carbonate → HCID 86702008, Verbindung

HRID 715821Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 715821
[CH:1]1([C:4]#[C:5][C:6]([C:8]2[S:12][C:11]([C:13]([O:15][CH3:16])=[O:14])=[CH:10][CH:9]=2)=O)[CH2:3][CH2:2]1.Cl.[CH2:18]([NH:25][NH2:26])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:18]([N:25]1[C:6]([C:8]2[S:12][C:11]([C:13]([O:15][CH3:16])=[O:14])=[CH:10][CH:9]=2)=[CH:5][C:4]([CH:1]2[CH2:3][CH2:2]2)=[N:26]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 14084Hydrazine, (phenylmethyl)-, hydrochloride (1:1)HCID 86702007HCID 86702007, Verbindung

Produkt 1

HCID 86702008HCID 86702008, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Methyl 5-(3-cyclopropylpropioloyl)thiophene-2-carboxylate (100 mg, 0.427 mmol) was dissolved in N,N-dimethylformamide (2 mL), and the solution was cooled to 0° C. Benzylhydrazine hydrochloride (74.5 mg, 0.470 mmol) was added followed by potassium carbonate (77 mg, 0.555 mmol). The mixture was stirred at 0° C. until the ice bath melted and was stirred overnight at room temperature. The solution was partitioned between water and ethyl acetate. The organic extract was dried with sodium sulfate, filtered, concentrated and purified by normal phase chromatography to afford the title compound.

Aufarbeitung

  1. customThe solution was partitioned between water and ethyl acetate
  2. extractionThe organic extract
  3. dry with materialwas dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified by normal phase chromatography

Quellen und Nachweise

ORD-Eintrag
ord-1713e04449a04933a3c3ce486178e268
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187472B2

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