4-Ethoxyaniline → HCID 13588352, Verbindung

HRID 280266Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 280266
[CH2:1]([O:3][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)[CH3:2].[Cl:11][C:12]1[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][C:18]([N+:24]([O-:26])=[O:25])=[C:17](Cl)[C:13]=1[C:14]([OH:16])=[O:15].C(N(CC)C(C)C)(C)C>C(#N)C>[Cl:11][C:12]1[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][C:18]([N+:24]([O-:26])=[O:25])=[C:17]([NH:8][C:7]2[CH:9]=[CH:10][C:4]([O:3][CH2:1][CH3:2])=[CH:5][CH:6]=2)[C:13]=1[C:14]([OH:16])=[O:15]

Komponenten

5

Edukt 3

HCID 90764-EthoxyanilineHCID 81531DiisopropylethylamineHCID 2963442,6-Dichloro-3,5-dinitrobenzoic acid

Produkt 1

HCID 13588352HCID 13588352, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Versuchsvorschrift

A solution of 10.5 g of 4-ethoxyaniline in 250 ml acetonitrile was added over a 1.5 hour period to a solution of 20 g of 2,6-dichloro-3,5-dinitrobenzoic acid and 11 g of N,N-diisopropylethylamine in 400 ml of acetonitrile and stirred at room temperature for five hours. After the solvent was removed in vacuo, the residue was dissolved in 500 ml of chloroform and extracted with several portions of 5% ammonium hydroxide. The aqueous extracts were washed with chloroform and acidified with dilute acid. The resulting solid was collected by filtration and was washed with water to provide 2-chloro-6-[(4-ethoxyphenyl)amino]-3,5-dinitrobenzoic acid, mp 202°-206° C.

Aufarbeitung

  1. customAfter the solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in 500 ml of chloroform
  3. extractionextracted with several portions of 5% ammonium hydroxide
  4. washThe aqueous extracts were washed with chloroform
  5. additionwith dilute acid
  6. filtrationThe resulting solid was collected by filtration
  7. washwas washed with water

Quellen und Nachweise

ORD-Eintrag
ord-1473791d83854b458cc132a6de04af60
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04588730

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