Phosgene → 5-(3-Methoxy-4-nitrophenyl)-1,3,4-oxadiazol-2(3H)-one

HRID 722214

Reaktionsgleichung

Reaktionsgleichung von HRID 722214
[C:1](Cl)(Cl)=[O:2].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])[C:10]([NH:12][NH2:13])=[O:11]>C1(C)C=CC=CC=1.O1CCOCC1>[CH3:5][O:6][C:7]1[CH:8]=[C:9]([C:10]2[O:11][C:1](=[O:2])[NH:13][N:12]=2)[CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18]

Komponenten

5

Edukt 2

HCID 6371PhosgeneHCID 218838753-Methoxy-4-nitrobenzohydrazide

Produkt 1

HCID 218839065-(3-Methoxy-4-nitrophenyl)-1,3,4-oxadiazol-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1.2 equivalents of a 20% phosgene solution in toluene were added dropwise to the solution of 850 mg of 3-methoxy-4-nitrobenzoic hydrazide (m.p.: 158.2° C., prepared from methyl 3-methoxy-4-nitrobenzoate and hydrazine hydrate in isopropanol at 80° C.) in 25 ml of dioxane and the mixture was stirred at room temperature for 1 hour. After concentrating, the residue was recrystallized from isopropanol, filtered off with suction and dried under reduced pressure.

Aufarbeitung

  1. concentrationAfter concentrating
  2. customthe residue was recrystallized from isopropanol
  3. filtrationfiltered off with suction
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2e7b460d44084e60b3df7a9aca359ce1
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07138414B2

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