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

HRID 33086

Reaktionsgleichung

Reaktionsgleichung von HRID 33086
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH2:18][NH2:19])[CH:12]=1.C([O-])([O-])=O.[K+].[K+]>CN1CCCC1=O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:19][CH2:18][CH2:17][C:13]2[CH:12]=[N:11][CH:16]=[CH:15][CH:14]=2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

5

Edukt 3

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 8540512-(Pyridin-3-yl)ethan-1-amine

Produkt 1

HCID 23104837N-(4-nitrophenyl)-N-(2-pyrid-3-ylethyl)amineAusbeute 92,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

2 g of 4-fluoronitrobenzene, 2.07 g of 2-(3-pyridyl)ethylamine, and 2.35 g of K2CO3 were added to a solution of 20 ml of N-methylpyrrolidinone. The reaction medium was heated at 60° C. for 16 hours and, after cooling to room temperature, was then poured into a water+ice mixture. The yellow precipitate formed was filtered off, reslurried in water, and then dried over P2O5. 3.2 g of N-(4-nitrophenyl)-N-(2-pyrid-3-ylethyl)amine (3) were obtained.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-7a84c7f876da493c8419e1d65ad26d6e
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429278B2

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