Propionic anhydride → (E)-3-(2,3-dichloro-styryl)-5-ethyl-1,2,4-oxadiazole

HRID 22365

Reaktionsgleichung

Reaktionsgleichung von HRID 22365
[Cl:1][C:2]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:3]=1/[CH:4]=[CH:5]/[C:6](=[N:8][OH:9])[NH2:7].[C:15](OC(=O)CC)(=O)[CH2:16][CH3:17]>>[Cl:1][C:2]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:3]=1/[CH:4]=[CH:5]/[C:6]1[N:7]=[C:15]([CH2:16][CH3:17])[O:9][N:8]=1

Komponenten

3

Edukt 2

HCID 31263Propionic anhydrideHCID 86748752(E)-2,3-dichlorocinnamamide oxime

Produkt 1

HCID 21751478(E)-3-(2,3-dichloro-styryl)-5-ethyl-1,2,4-oxadiazoleAusbeute 58,2 %

Versuchsvorschrift

7.0 g (0.03 tool) of (E)-2,3-dichlorocinnamamide oxime are initially introduced into 7 ml of propionic anhydride and the mixture is then stirred at reflux temperature for 2 hours. Subsequently, the whole batch is concentrated in vacuo, and the residue is stirred with sodium carbonate solution and extracted with methylene chloride. The organic phase is dried over sodium sulphate and the solvent is distilled off. 4.7 g (58.2% of theory) of (E) -3- (2,3 -dichloro-styryl) -5-ethyl-1,2,4-oxadiazole are obtained.

Aufarbeitung

  1. temperatureat reflux temperature for 2 hours
  2. concentrationSubsequently, the whole batch is concentrated in vacuo
  3. stirringthe residue is stirred with sodium carbonate solution
  4. extractionextracted with methylene chloride
  5. dry with materialThe organic phase is dried over sodium sulphate
  6. distillationthe solvent is distilled off

Quellen und Nachweise

ORD-Eintrag
ord-a5c6763878c1464587c4cf8a8d4436e0
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428049

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