p-Fluoronitrobenzene → N-(4-Nitrophenyl)pyridin-2-amine

HRID 2054105Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2054105
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.C([O-])([O-])=O.[K+].[K+].CC(C)([O-])C.[K+]>O.CN1CCCC1=O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

7

Edukt 4

HCID 9590p-FluoronitrobenzeneHCID 104392-AminopyridineHCID 11430Potassium CarbonateHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 12695755N-(4-Nitrophenyl)pyridin-2-amineAusbeute 19,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

0.3 g of 4-fluoronitrobenzene, 0.4 g of 2-aminopyridine, and 0.353 g of K2CO3 were added to a solution of 2.5 ml of N-methylpyrrolidinone. The reaction medium was heated at 60° C. for 1 hour and 0.286 g of potassium tert-butoxide was then added. Heating was then continued for 6 hours and, after cooling to room temperature, the reaction medium was then poured into a water and ice mixture. The yellow precipitate formed was filtered off, reslurried in water and then dried over P2O5. 0.09 g of N-(4-nitrophenyl)pyrid-2-amine (5) was obtained.

Aufarbeitung

  1. temperatureHeating
  2. temperatureafter cooling to room temperature
  3. customThe yellow precipitate formed
  4. filtrationwas filtered off
  5. dry with materialdried over P2O5

Quellen und Nachweise

ORD-Eintrag
ord-04b152c713f746bd990f3f61d0b4e626
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07329288B2

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