Potassium Carbonate → HCID 178446281, Verbindung

HRID 2374316Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2374316
[CH2:1]([NH:6][C:7]1[N:8]=[CH:9][NH:10][C:11]=1[C:12]#[N:13])[CH2:2][CH2:3][CH2:4][CH3:5].[C:14]([NH:17][NH2:18])(=O)[CH3:15].C(=O)([O-])[O-].[K+].[K+]>C(O)CCC.O>[CH3:15][C:14]1[N:13]=[C:12]([C:11]2[NH:10][CH:9]=[N:8][C:7]=2[NH:6][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[NH:18][N:17]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 14039AcetohydrazideHCID 451205654-(pentylamino)-1H-imidazole-5-carbonitrile

Produkt 1

HCID 178446281HCID 178446281, VerbindungAusbeute 10 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 2631-ButanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
165 °C

Versuchsvorschrift

To the mixture of 4-(pentylamino)-1H-imidazole-5-carbonitrile (0.40 g, 2 mmol), acetic acid, hydrazide (0.33 g, 4.5 mmol) in 1-butanol (10 mL) was added potassium carbonate (0.10 g, 0.72 mmol). The mixture was sealed and stirred at 165° C. for 14 hours. The reaction mixture was diluted with water and extracted with ethyl acetate three times. The combined organic layers were dried with sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by preparative LCMS (method A) to yield the desired product (45 mg, 10% yield). LCMS calculated for C11H19N6(M+H): 235.2; found: 235.1.

Aufarbeitung

  1. customThe mixture was sealed
  2. extractionextracted with ethyl acetate three times
  3. dry with materialThe combined organic layers were dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by preparative LCMS (method A)

Quellen und Nachweise

ORD-Eintrag
ord-0a4a862f0dfc4446b09265adeb3da561
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07462624B2

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