N'-acetyl-4-methyl-3-nitrobenzohydrazide → 2-Methyl-5-(4-methyl-3-nitrophenyl)-1,3,4-oxadiazole

HRID 1893544

Reaktionsgleichung

Reaktionsgleichung von HRID 1893544
[C:1]([NH:4][NH:5][C:6](=[O:17])[C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=1)(=O)[CH3:2]>C(OCC)(=O)C>[CH3:2][C:1]1[O:17][C:6]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=2)=[N:5][N:4]=1

Komponenten

3

Edukt 1

HCID 47101699N'-acetyl-4-methyl-3-nitrobenzohydrazide

Produkt 1

HCID 450976312-Methyl-5-(4-methyl-3-nitrophenyl)-1,3,4-oxadiazoleAusbeute 140,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

The compound (0.70 g, 2.95 mmol) obtained in step A and polyphosphoric acid (8.0 g) were mixed, and the mixture was stirred with heating at 120° C. After cooling to room temperature, the reaction mixture was poured into ice water, and diluted with ethyl acetate. The mixture was washed with water and saturated aqueous sodium hydrogen carbonate, and dried over anhydrous magnesium sulfate. The insoluble material was filtered off, and the solution was concentrated under reduced pressure to give the title compound (0.91 g) as a colorless solid.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. washThe mixture was washed with water and saturated aqueous sodium hydrogen carbonate
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationThe insoluble material was filtered off
  5. concentrationthe solution was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-aad2c1783bbc4c99a45d81fb94b6e2cc
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08513235B2

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