Methyl 4-chloroanthranilate → 4-Chloro-2-[2-(3,5-dimethylphenyl)-acetylamino]-benzoic acid methyl ester

HRID 1857626

Reaktionsgleichung

Reaktionsgleichung von HRID 1857626
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[NH2:11].[CH3:13][C:14]1[CH:15]=[C:16]([CH2:21][C:22](Cl)=[O:23])[CH:17]=[C:18]([CH3:20])[CH:19]=1>>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[NH:11][C:22](=[O:23])[CH2:21][C:16]1[CH:15]=[C:14]([CH3:13])[CH:19]=[C:18]([CH3:20])[CH:17]=1

Komponenten

3

Edukt 2

HCID 80001Methyl 4-chloroanthranilateHCID 15895699(3,5-Dimethylphenyl)acetyl chloride

Produkt 1

HCID 544849894-Chloro-2-[2-(3,5-dimethylphenyl)-acetylamino]-benzoic acid methyl esterAusbeute 90,6 %

Versuchsvorschrift

To a solution of (3,5-dimethylphenyl)acetyl chloride (2.58 g in 20 mL dry dichloroethane) was added 2.5 g 2-amino-4-chlorobenzoic acid methyl ester and the mixture heated to reflux on an oil bath. After 2 hours, the pot was cooled to room temperature and the solvent removed in vacuo. Recrystallization of the crude product from methanol gave the title compound (4.05 g).

Aufarbeitung

  1. temperaturethe mixture heated
  2. temperatureto reflux on an oil bath
  3. customthe solvent removed in vacuo
  4. customRecrystallization of the crude product from methanol

Quellen und Nachweise

ORD-Eintrag
ord-73d697ff42214d9db0de91482510aafd
Quelldatensatz
uspto-grants-2000_11
Patentnummer
US06147088

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