Tetrabromophthalic anhydride → 2,3,4,5-Tetrabromo-6-[(4-chloro-3-isopropoxycarbonyl-phenyl)carbamoyl]benzoic acid

HRID 326342

Reaktionsgleichung

Reaktionsgleichung von HRID 326342
[Br:1][C:2]1[C:3]([Br:15])=[C:4]([Br:14])[C:5]([Br:13])=[C:6]2[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]=12.[NH2:16][C:17]1[CH:18]=[CH:19][C:20]([Cl:29])=[C:21]([CH:28]=1)[C:22]([O:24][CH:25]([CH3:27])[CH3:26])=[O:23]>C1(C)C=CC=CC=1>[Br:13][C:5]1[C:4]([Br:14])=[C:3]([Br:15])[C:2]([Br:1])=[C:7]([C:8]([NH:16][C:17]2[CH:18]=[CH:19][C:20]([Cl:29])=[C:21]([C:22]([O:24][CH:25]([CH3:27])[CH3:26])=[O:23])[CH:28]=2)=[O:9])[C:6]=1[C:11]([OH:10])=[O:12]

Komponenten

4

Edukt 2

HCID 12443Tetrabromophthalic anhydrideHCID 369590Isopropyl 5-amino-2-chlorobenzoate

Produkt 1

HCID 5073162,3,4,5-Tetrabromo-6-[(4-chloro-3-isopropoxycarbonyl-phenyl)carbamoyl]benzoic acidAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Tetrabromophthalic anhydride (7.03 g, 0.015 mole), 1-methylethyl 5-amino-2-chlorobenzoate (3.24 g, 0.015 mole) and toluene (about 150 ml) were heated almost to reflux over 30 minutes. The reaction mixture was cooled and filtered to give the title compound, m.p. 169°-171° C. (decomp.) (8.92 g, 87% yield).

Aufarbeitung

  1. temperatureto reflux over 30 minutes
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-28d9383bf766479eb480eb2c911469f3
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05268389

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