Hydroxyamine hydrochloride → 5-(Thiophen-2-YL)-1,2-oxazole

HRID 2184794Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2184794
CN(C)[C:3](=[CH2:11])[C:4]([C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)=[O:5].Cl.[NH2:14]O>CO>[S:7]1[CH:8]=[CH:9][CH:10]=[C:6]1[C:4]1[O:5][N:14]=[CH:11][CH:3]=1

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 22288452beta-Dimethylamino-1-(2-thienyl)-2-propen-1-one

Produkt 1

HCID 120499865-(Thiophen-2-YL)-1,2-oxazoleAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of β-dimethylamino-1-(2-thienyl)-2-propen-1-one (1) (18.1 g, 100 mmol) and hydroxylamine hydrochloride (7.0 g, 101 mmol) in anhydrous methanol (100 mL) is refluxed under nitrogen for 2 hrs. The reaction mixture is cooled, concentrated and partitioned between water and dichloromethane. The dichloromethane layer is dried with anhydrous sodium sulfate, filtered and concentrated to yield product (2) as a dark yellow-orange oil (14.7 g, 97 mmol, 97%).

Aufarbeitung

  1. temperatureis refluxed under nitrogen for 2 hrs
  2. temperatureThe reaction mixture is cooled
  3. concentrationconcentrated
  4. custompartitioned between water and dichloromethane
  5. dry with materialThe dichloromethane layer is dried with anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-336c0b89ef8d4754915d17a80ed200fe
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06399621B1

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