Ethanol → 1,5-bis(4-methoxyphenyl)-1H-1,2,4-triazol-3-ol

HRID 584730Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 584730
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]([C:7]([N:9]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[NH:10][C:11]([NH2:13])=[O:12])=O)=[CH:5][CH:4]=1.C(O)C>[OH-].[K+]>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([N:9]2[C:7]([C:6]3[CH:22]=[CH:23][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[N:13][C:11]([OH:12])=[N:10]2)=[CH:15][CH:16]=1

Komponenten

4

Edukt 2

HCID 702EthanolHCID 223415812-(4-Methoxybenzoyl)-2-(4-methoxyphenyl)hydrazinecarboxamide

Produkt 1

HCID 1784890151,5-bis(4-methoxyphenyl)-1H-1,2,4-triazol-3-olAusbeute 84,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14797Potassium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 2-(4-methoxybenzoyl)-2-(4-methoxyphenyl)hydrazinecarboxamide (1.9 g, 6.03 mmol) in 10% potassium hydroxide solution (16 mL)-ethanol (8 mL) was heated at 60° C. for 1.5 hours. After cooling, the solvent was removed under reduced pressure. Water was added to the residue and the mixture was adjusted pH to ca. 2. A generated precipitate was isolated by filtration, washed with water, and dried in vacuo to give 1,5-bis(4-methoxyphenyl)-1H-1,2,4-triazol-3-ol (1.51 g, 84.3% yield).

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe solvent was removed under reduced pressure
  3. additionWater was added to the residue
  4. customA generated precipitate was isolated by filtration
  5. washwashed with water
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-81f7fed4c43b4263ab06005504414973
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06927230B2

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