Water → HCID 68027740, Verbindung

HRID 926657

Reaktionsgleichung

Reaktionsgleichung von HRID 926657
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:12])[C:9](O)=[O:10])=[CH:4][CH:3]=1.[C:13]1([NH2:20])[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=1.[OH2:21]>ClC1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:12])[C:9]([NH:19][C:16]2[CH:17]=[CH:18][C:13]([NH:20][C:9](=[O:10])[CH:8]([C:5]3[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=3)[OH:12])=[CH:14][CH:15]=2)=[O:21])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 7814P-PhenylenediamineHCID 97930p-Bromomandelic acid

Produkt 1

HCID 68027740HCID 68027740, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel

Versuchsvorschrift

In a 250 cm3 flask fitted with a consender and a reverse Dean-Stark apparatus, the (4-bromo-phenyl)-hydroxy-acetic acid (25.00 g, 108.2 mmol) and 1,4-phenylenediamine (3.900 g, 36.07 mmol) are dissolved in chlorobenzene (100 cm3). The reaction mixture is heated to 132° C. while the generated water is distilled off the using the reverse Dean-Stark apparatus. After 21 hours, the reaction mixture is cooled down, the precipitate is filtered off and washed with methanol to yield the product (18.21 g, Yield: 95%). NMR (1H, 300 MHz, CDCl3): δ 9.90 (br, 2H); 7.59 (s, 4H); 7.56 (d, J=8.5 Hz, 4H); 7.45 (d, J=8.5 Hz, 4H); 6.53 (d, J=4.7 Hz, 2H), 5.08 (d, J=4.7 Hz, 2H).

Aufarbeitung

  1. customIn a 250 cm3 flask fitted with a consender
  2. distillationis distilled off the using the reverse Dean-Stark apparatus
  3. temperaturethe reaction mixture is cooled down
  4. filtrationthe precipitate is filtered off
  5. washwashed with methanol

Quellen und Nachweise

ORD-Eintrag
ord-9494d1c9e7034ca39eb730abbeb12e6a
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09287504B2

Verknüpfte Notizen

Wird geladen…