1,4-Dioxane → HCID 21914731, Verbindung

HRID 1246457Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1246457
Cl[CH2:2][C:3]1[N:4]=[C:5]([NH:8][C:9](=[O:13])[O:10][CH2:11][CH3:12])[S:6][CH:7]=1.[O:14]1CCOCC1>O>[OH:14][CH2:2][C:3]1[N:4]=[C:5]([NH:8][C:9](=[O:13])[O:10][CH2:11][CH3:12])[S:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 312751,4-DioxaneHCID 21914836Ethyl [4-(chloromethyl)-1,3-thiazol-2-yl]carbamate

Produkt 1

HCID 21914731HCID 21914731, VerbindungAusbeute 98,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixed solution of ethyl 4-(chloromethyl)-1,3-thiazol-2-ylcarbamate (500 mg) in 1,4-dioxane (5 ml) and water (10 ml) was refluxed with stirring for 3.5 hours. After cooling, it was concentrated under reduced pressure. The mixture was partitioned between ethyl acetate and water. The organic phase was separated, washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (10 g) using a mixed solvent of hexane and ethyl acetate (2:1). The fractions containing the objective compound were collected and evaporated under reduced pressure to give colorless syrup (450 mg, 98.2%).

Aufarbeitung

  1. temperatureAfter cooling
  2. concentrationit was concentrated under reduced pressure
  3. customThe mixture was partitioned between ethyl acetate and water
  4. customThe organic phase was separated
  5. washwashed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by column chromatography on silica gel (10 g)
  9. additionThe fractions containing the objective compound
  10. customwere collected
  11. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7c4cf25c907f45a2b20bdb0874275bdc
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07125901B2

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