p-Fluoronitrobenzene → 3-methyl-N-(4-nitrophenyl)pyrid-2-amine

HRID 2054107Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2054107
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[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][N:13]=1.C([O-])([O-])=O.[K+].[K+].CC(C)([O-])C.[K+]>O.CN1CCCC1=O>[CH3:18][C:17]1[C:12]([NH:11][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)=[N:13][CH:14]=[CH:15][CH:16]=1

Komponenten

7

Edukt 4

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 153472-Amino-3-methylpyridineHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 231044773-methyl-N-(4-nitrophenyl)pyrid-2-amineAusbeute 36,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

0.3 g of 4-fluoronitrobenzene, 0.46 g of 2-amino-3-methylpyridine, 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. 0.18 g of 3-methyl-N-(4-nitrophenyl)pyrid-2-amine (7) 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-1d63e4b2be784c96873ad1d1a9773058
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07329288B2

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