Aniline → 3-nitro-N-phenylpyridin-2-amine

HRID 55525Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 55525
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[N+:8]([C:7]1[C:2]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:3][CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]

Komponenten

5

Edukt 3

HCID 6115AnilineHCID 10340Sodium CarbonateHCID 796132-Chloro-3-nitropyridine

Produkt 1

HCID 6117993-nitro-N-phenylpyridin-2-amineAusbeute 33,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A procedure similar to that described in Preparation 66 was repeated, except that 15 g of 2-chloro-3-nitropyridine, 13.22 g of aniline and 25.07 g of sodium carbonate were reacted in 180 ml of toluene. After working up the product as described in preparation 66, the resulting crude product was purified by column chromatography through silica gel, using a 1:5 by volume mixture of ethyl acetate and hexane, to give 6.9 g of the title compound, melting at 66°-68° C.

Aufarbeitung

  1. customA procedure similar to that described in Preparation 66
  2. customas described in preparation 66
  3. customthe resulting crude product was purified by column chromatography through silica gel
  4. additionby volume mixture of ethyl acetate and hexane

Quellen und Nachweise

ORD-Eintrag
ord-ab03cc8e9cd849c6beb1ad0b306157dd
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05624935

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