N-(2-Amino-4-chlorophenyl)anthranilic acid → 8-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

HRID 16190

Reaktionsgleichung

Reaktionsgleichung von HRID 16190
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](O)=[O:13]>C1(C)C(C)=CC=CC=1>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]2[NH:9][C:10]3[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=3[C:12](=[O:13])[NH:1][C:2]=2[CH:7]=1

Komponenten

3

Edukt 1

HCID 610730N-(2-Amino-4-chlorophenyl)anthranilic acid

Produkt 1

HCID 36531168-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

A solution of 2-[(2-amino-4-chlorophenyl)amino]benzoic acid (11.8 g, 45 mmol) in xylene (150 mL) was heated to reflux in a Dean-Stark apparatus. The reaction mixture was stirred at reflux temperature for 31 h. After removal of the xylene in vacuo, the title compound was obtained. There was still starting material present. Therefore the product was dissolved in xylene (150 mL) again and stirring was continued overnight at reflux temperature in a Dean-Stark apparatus. After removal of the xylene under reduced pressure the title compound (12.4 g, 50.6 mmol) was obtained.

Aufarbeitung

  1. temperatureto reflux in a Dean-Stark apparatus
  2. temperatureat reflux temperature for 31 h
  3. customAfter removal of the xylene in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ead65bc416034178bfb8f49ceb9eaf1f
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737136B2

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