Triethylamine → HCID 79006302, Verbindung

HRID 1037924Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1037924
Br[CH:2]1[C:6]([CH3:8])([CH3:7])[O:5][C:4]([CH3:10])([CH3:9])[C:3]1=O.[NH2:12][C:13]([NH2:15])=[S:14].C(N(CC)CC)C>C(O)C>[CH3:7][C:6]1([CH3:8])[C:2]2[N:12]=[C:13]([NH2:15])[S:14][C:3]=2[C:4]([CH3:10])([CH3:9])[O:5]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 2723790ThioureaHCID 122017454-Bromo-2,2,5,5-tetramethyldihydrofuran-3(2h)-one

Produkt 1

HCID 79006302HCID 79006302, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of Example 248A (10.0 g, 0.045 mol) in ethanol (100 mL) were added thiourea (3.8 g, 0.05 mol) and triethylamine (6.3 mL, 0.045 mol). The reaction mixture was heated at reflux overnight, then cooled, and concentrated under reduced pressure. The residue was diluted with water (25 mL) and extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (SiO2, 0-5% methanol in CH2Cl2) to afford the title compound MS (ESI+) m/z 199 (M+H)+.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux overnight
  3. temperaturecooled
  4. concentrationconcentrated under reduced pressure
  5. additionThe residue was diluted with water (25 mL)
  6. extractionextracted with ethyl acetate (3×50 mL)
  7. dry with materialThe combined organic extracts were dried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customThe residue was purified by column chromatography (SiO2, 0-5% methanol in CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-e32efb3469c84a7089ed7ef148b91642
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546583B2

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