4-Ethoxyaniline → HCID 13588352, Verbindung

HRID 1584055Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1584055
[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-e5b8be0f2c9c448eb865fc2d62a9ace0
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04555572

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