Hydrochloric Acid → Anthranilic acid, N-(2-methoxyphenyl)-

HRID 1249154Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1249154
Cl[C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:11][O:12][C:13]1[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=1[NH2:15].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[CH3:11][O:12][C:13]1[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=1[NH:15][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 70002-MethoxyanilineHCID 83742-Chlorobenzoic AcidHCID 11430Potassium Carbonate

Produkt 1

HCID 202774Anthranilic acid, N-(2-methoxyphenyl)-Ausbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of 40 g (0.25 mole) of 2-chlorobenzoic acid, 21 ml (0.26 mole) of 2-methoxyaniline, 3.84 g cupric acetate, 35.4 g of potassium carbonate and 155 ml of dimethylformamide was heated at 120° C. for 12 hours. The reaction mixture was poured into ice-water, acidified with concentrated hydrochloric acid to pH 2, and stirred for one hour. The solid product was collected by filtration, air dried and recrystallized from toluene to give 28.61 g of 2-(2-methoxyphenylamino)benzoic acid.

Aufarbeitung

  1. filtrationThe solid product was collected by filtration, air
  2. customdried
  3. customrecrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-78cb9eeb22294d3ea4a9787f415165c6
Quelldatensatz
uspto-grants-1986_12
Patentnummer
US04629735

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