Sodium borohydride → 4-Amino-6,6'-dimethyl-2,2'-bipyridine

HRID 1586928Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1586928
[CH3:1][C:2]1[CH:3]=[C:4]([N+:16]([O-])=O)[CH:5]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:10]=2)[N+:7]=1[O-].[BH4-].[Na+]>CO.[Pd]>[NH2:16][C:4]1[CH:3]=[C:2]([CH3:1])[N:7]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:10]=2)[CH:5]=1

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 110321326,6'-Dimethyl-4-nitro-2,2'-bipyridine-N-oxide

Produkt 1

HCID 197601464-Amino-6,6'-dimethyl-2,2'-bipyridineAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

6,6'-Dimethyl-4-nitro-2,2'-bipyridine-N-oxide (17) (2.0 g, 8.2 mmoles) was dissolved in methanol (20 ml). 10% palladium on carbon (0.36 g) was added followed by slow addition of sodium borohydride (3.6 g, 95 mmoles). After one hour the reaction mixture was filtered and the solution was evaporated. The residue was dissolved in 0.1N sodium hydroxide solution and the product was extracted with chloroform from the water phase. The chloroform phase was dried and evaporated. Yield: 80%

Aufarbeitung

  1. filtrationAfter one hour the reaction mixture was filtered
  2. customthe solution was evaporated
  3. dissolutionThe residue was dissolved in 0.1N sodium hydroxide solution
  4. extractionthe product was extracted with chloroform from the water phase
  5. dry with materialThe chloroform phase was dried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-4d57c6ee2b8449659bd38058f53038b3
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05216134

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