Hydrochloric Acid → 5-Ethyl-1,3-benzoxazol-2(3H)-one

HRID 2253569Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2253569
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[CH:5]=[CH:4][C:3]=1[OH:10].N[C:12](N)=[O:13].Cl>>[CH2:8]([C:6]1[CH:5]=[CH:4][C:3]2[O:10][C:12](=[O:13])[NH:1][C:2]=2[CH:7]=1)[CH3:9]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 1176UreaHCID 7218852-Amino-4-ethylphenol

Produkt 1

HCID 197458335-Ethyl-1,3-benzoxazol-2(3H)-oneAusbeute 60,5 %

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

8.2 g (0.06 M) 2-amino-4-ethylphenol and 5.4 g (0.09 M) urea were thoroughly mixed and heated in an oil bath to 180° C. for 2.0 hours. Thereafter the mixture was allowed to cool to 100° C. HCl solution (1.0 normal) was added to the mixture while stirring and the mixture was cooled to room temperature. The cooled mixture was extracted three times with methylene chloride. The combined organic phases were dried and stripped in vacuum. The sample yielded 5.9 g dark solid with a melting point of 75°-77° C. Spectroscopic data: nuclear magnetic resonance (NMR), C-13 NMR, infrared, and mass spectroscopy are consistent with the proposed structure.

Aufarbeitung

  1. temperatureto cool to 100° C
  2. temperaturethe mixture was cooled to room temperature
  3. extractionThe cooled mixture was extracted three times with methylene chloride
  4. customThe combined organic phases were dried

Quellen und Nachweise

ORD-Eintrag
ord-67e13d2a0c1e4ccaae63f5a85b478ea4
Quelldatensatz
uspto-grants-1993_08
Patentnummer
US05232899

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