N-(4-Nitrophenyl)pyridin-2-amine → N-pyridin-2-yl-benzene-1,4-diamine

HRID 450065Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 450065
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[CH:6][CH:5]=1)([O-])=O>C(OCC)(=O)C>[N:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[NH:10][C:7]1[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=1

Komponenten

3

Edukt 1

HCID 12695755N-(4-Nitrophenyl)pyridin-2-amine

Produkt 1

HCID 10375156N-pyridin-2-yl-benzene-1,4-diamineAusbeute 33,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

To a solution of (4-nitro-phenyl)-pyridin-2-yl-amine (280 mg, 1.3 mmol) in ethyl acetate (10 ml) was added stannous chloride dihydrate (1.17 g, 5.2 mmol) and stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate and washed with 10% sodium hydroxide solution. The organic layer was separated, washed with brine, dried and evaporated to dryness. Purification by column chromatography using ethyl acetate/hexane (2:3) yielded N-pyridin-2-yl-benzene-1,4-diamine (80 mg, 33%).

Aufarbeitung

  1. washwashed with 10% sodium hydroxide solution
  2. customThe organic layer was separated
  3. washwashed with brine
  4. customdried
  5. customevaporated to dryness
  6. customPurification by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-20b74450bf6e4cebb4f88ac854b99de8
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486962B2

Notizen zur Reaktion

Wird geladen…