Sodium sulfide nonahydrate → 2-(3-Methyl-1,2,4-oxadiazol-5-yl)aniline

HRID 1816301Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1816301
[CH3:1][C:2]1[N:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N+:13]([O-])=O)[O:4][N:3]=1.O.O.O.O.O.O.O.O.O.[S-2].[Na+].[Na+]>O1CCOCC1.O>[CH3:1][C:2]1[N:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[NH2:13])[O:4][N:3]=1

Komponenten

5

Edukt 2

HCID 73972Sodium sulfide nonahydrateHCID 126766793-Methyl-5-(2-nitrophenyl)-1,2,4-oxadiazole

Produkt 1

HCID 126766822-(3-Methyl-1,2,4-oxadiazol-5-yl)anilineAusbeute 62,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

3-methyl-5-(2-nitrophenyl)-1,2,4-oxadiazole (1.0 g, 4.8 mmol) in dioxane (11 mL) at 80°0 C. was treated with 11 mL of an aqueous solution of sodium sulfide nonahydrate (2.55 g, 10.6 mmol), also at 80° C. After stirring at that temperature for 45 minutes, the reaction was diluted with water (15 mL) and cooled in an ice bath. The resulting precipitate was collected by filtration and rinsed with water to afford 3-methyl-5-(2-aminophenyl)-1,2,4-oxadiazole (522 mg).

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. filtrationThe resulting precipitate was collected by filtration
  3. washrinsed with water

Quellen und Nachweise

ORD-Eintrag
ord-5a38ef6cc2cd48e09ea0cb14ec319729
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06884801B1

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