4-Chloro-2-acetamidobenzoic acid → 2-Amino-4-chlorobenzoic acid

HRID 2379670

Reaktionsgleichung

Reaktionsgleichung von HRID 2379670
C([NH:4][C:5]1[C:6](=[CH:10][CH:11]=[C:12]([Cl:14])[CH:13]=1)[C:7]([OH:9])=[O:8])(=O)C>Cl>[Cl:14][C:12]1[CH:13]=[C:5]([NH2:4])[C:6](=[CH:10][CH:11]=1)[C:7]([OH:9])=[O:8]

Komponenten

3

Edukt 1

HCID 2399634-Chloro-2-acetamidobenzoic acid

Produkt 1

HCID 666462-Amino-4-chlorobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

The damp N-acetyl-4-chloroanthranilic acid is suspended in 400 ml of concentrated hydrochloric acid (12M) and stirred and heated at 80° C. for 8 hours. The mixture is cooled to 10° C. and the resulting 4-chloroanthranilic acid hydrochloride is recovered by filtration. The solid is suspended in 300 ml water and sodium acetate is added, portionwise until the pH is 5. The resulting 4-chloroanthranilic acid is recovered by filtration and recrystallized from the minimum of hot ethanol. The final yield of off-white crystals was about 50 g, melting at about 239°-240° C.

Aufarbeitung

  1. temperatureThe mixture is cooled to 10° C.
  2. filtrationthe resulting 4-chloroanthranilic acid hydrochloride is recovered by filtration
  3. additionsodium acetate is added, portionwise until the pH is 5
  4. filtrationThe resulting 4-chloroanthranilic acid is recovered by filtration
  5. customrecrystallized from the minimum of hot ethanol

Quellen und Nachweise

ORD-Eintrag
ord-50e9b283033b4c4dabaa4c15d1720d64
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05364767

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